JAZL/ChemGist-CHON huggingface dataset:
Compound: alpha-Naphthoflavone
SMILES: O=c1c2c(oc(c1)-c3ccccc3)c4c(cccc4)cc2
InChIKey: VFMMPHCGEFXGIP-UHFFFAOYSA-N
Synonyms: alpha-Naphthoflavone, 7,8-Benzoflavone, 604-59-1, alpha-Naphthylflavone, 2-phenylbenzo[h]chromen-4-one, Benzo(h)flavone, 2-Phenyl-4H-naphtho(1,2-b)pyran-4-one, 7,8-BF, 2-Phenylbenzo(h)chromen-4-one, FML65D8PY5, DTXSID2040650, NSC-407011, benzo[h]flavone, CCRIS-3607, CHEBI:76995, 2-Phenyl-4H-naphtho[1,2-b]pyran-4-one, RefChem:111352, DTXCID0020650, 210-071-1, 2-Phenyl-4H-benzo[h]chromen-4-one, 4H-Naphtho[1,2-b]pyran-4-one, 2-phenyl-, .alpha.-Naphthoflavone, 2-Phenyl-benzo[h]chromen-4-one, MFCD00004985, .alpha.-Naphthylflavone, A-NAPHTHYLFLAVONE, 4H-NAPHTHO(1,2-b)PYRAN-4-ONE, 2-PHENYL-, MLS003171601, CHEMBL283196, BHF, 2-PHENYL-4H-BENZO(H)CHROMEN-4-ONE, CCRIS 3607, EINECS 210-071-1, NSC 407011, BRN 0210862, Naphthoflavon, a-naphthoflavone, |A-Naphtoflavone, alpha -Naphthoflavone, UNII-FML65D8PY5, Oprea1_054595, Oprea1_802803, 4H-Naphtho[1, 2-phenyl-, 5-17-10-00726 (Beilstein Handbook Reference), BENZOFLAVONE, 7,8-, BIDD:ER0569, SCHEMBL121594, orb1304733, SCHEMBL29351090, HMS3740O15, TNP00080, BDBM50014323, NSC407011, AKOS000505579, CCG-267182, CS-W014028, DB07453, EBC-459081, FB09432, PS-7270, 2-Phenyl-4H-benzo[h]chromen-4-one #, NCGC00017210-01, NCGC00017210-02, NCGC00142408-01, DA-60547, SMR000112233, ST055359, SY012881, HY-125833, B0056, NS00043017, S5158, 7,8-BENZOFLAVONE; ALPHA-NAPHTHOFLAVONE, EN300-122288, F16466, N-1500, AR-683/40897030, Q4734915
Theoretical properties:
molecular_formula: C19H12O2
molecular_weight: 272.3 g/mol
exact_mass: 272.083729621 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 1
heavy_atom_count: 21
topological_polar_surface_area: 26.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Alpha-naphthoflavone is an extended flavonoid resulting from the formal fusion of a benzene ring with the h side of flavone. A synthetic compound, it is an inhibitor of aromatase (EC 1.14.14.14). It has a role as an EC 1.14.14.14 (aromatase) inhibitor, an aryl hydrocarbon receptor agonist and an aryl hydrocarbon receptor antagonist. It is an organic heterotricyclic compound, a naphtho-gamma-pyrone and an extended flavonoid.
chebi: An extended flavonoid resulting from the formal fusion of a benzene ring with the <em>h</em> side of flavone. A synthetic compound, it is an inhibitor of aromatase (EC 1.14.14.14).
chembl: ALPHA-NAPHTHOFLAVONE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: α-Naphthoflavone, also known as 7,8-benzoflavone and 2-phenyl-benzo[h]chromen-4-one, is a synthetic flavone derivative.  It can be prepared from 2-naphthol and cinnamaldehyde.
α-Naphthoflavone is a potent inhibitor of the enzyme aromatase, the enzyme that converts testosterone to estrogen. α-Naphthoflavone has been shown to cause abnormal testicular development in young chickens.
Compound: SCHEMBL6664619
SMILES: O=C1OC2(C=CCC(C2=C1)(C)C)C
InChIKey: VGQSMHFBCKKQHB-UHFFFAOYSA-N
Synonyms: SCHEMBL6664619
Theoretical properties:
molecular_formula: C11H14O2
molecular_weight: 178.23 g/mol
exact_mass: 178.099379685 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 13
topological_polar_surface_area: 26.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
Compound: SCHEMBL460689
SMILES: N=1C=CC=CC=CC1
InChIKey: XXRGLCKZBCIEKO-UHFFFAOYSA-N
Synonyms: SCHEMBL460689, SCHEMBL4437233, SCHEMBL5529846, SCHEMBL27538015, SCHEMBL28493136, XXRGLCKZBCIEKO-UHFFFAOYSA-N
Theoretical properties:
molecular_formula: C7H7N
molecular_weight: 105.14 g/mol
exact_mass: 105.057849228 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 0
heavy_atom_count: 8
topological_polar_surface_area: 12.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
Compound: Azocane
SMILES: N1CCCCCCC1
InChIKey: QXNDZONIWRINJR-UHFFFAOYSA-N
Synonyms: Azocane, Heptamethyleneimine, 1121-92-2, Azacyclooctane, OCTAHYDROAZOCINE, Heptamethylenimine, azocan, DTXSID2020680, ZC49N9GJJ2, DTXCID20680, CHEBI:38792, RefChem:860308, 214-342-5, Azocine, octahydro-, Perhydroazocine, MFCD00003270, azaperhydroocine, 1-azacyclooctane, EINECS 214-342-5, octahydroazocin, Azocane #, Azocine,octahydro-, Heptamethyleneimine, 98%, SCHEMBL55259, SCHEMBL193790, SCHEMBL194674, SCHEMBL194675, SCHEMBL420289, SCHEMBL421334, orb3026148, SCHEMBL6539313, SCHEMBL6539316, SCHEMBL9059353, CHEMBL3186488, SCHEMBL20183864, QXNDZONIWRINJR-UHFFFAOYSA-, Heptamethyleneimine Octahydroazocine, ALBB-022355, Tox21_202590, SBB059854, STL124117, AKOS000120116, GS-5536, NCGC00260138-01, SY012300, CAS-1121-92-2, DB-041050, CS-0204387, H0546, NS00023607, ST51046118, EN300-20723, H10592, F372907, Q2340670, Z104480232, InChI=1/C7H15N/c1-2-4-6-8-7-5-3-1/h8H,1-7H2
Theoretical properties:
molecular_formula: C7H15N
molecular_weight: 113.20 g/mol
exact_mass: 113.120449483 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 0
heavy_atom_count: 8
topological_polar_surface_area: 12 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Azocane is a saturated organic heteromonocyclic parent, an azacycloalkane and a member of azocanes.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Azocane is a heterocyclic organic compound with the molecular formula C7H15N.  It consists of a saturated eight-membered ring having seven carbon atoms and one nitrogen atom attached to a single hydrogen atom.  The fully unsaturated analog of azocane is azocine.
Although azocane has limited uses, it is used in the preparation of  guanethidine and trocimine.
Compound: NSC609423
SMILES: O=C(O)C(N)CCC(=O)NCCCC(=O)O
InChIKey: MKYPKZSGLSOGLL-UHFFFAOYSA-N
Synonyms: NSC609423, L-N-(3-Carboxypropyl)glutamine, CHEMBL269574, S-N-(3-Carboxypropyl)glutamine, SCHEMBL14332215, CHEBI:178402, N~5~-(3-Carboxypropyl)glutamine, 4-(gamma-Glutamylamino)butanoic acid, NSC-609423, Q4637069, 2-Amino-5-(3-carboxypropylamino)-5-oxopentanoic acid, 2-amino-5-[(4-hydroxy-4-oxo-butyl)amino]-5-oxo-pentanoic acid
Theoretical properties:
molecular_formula: C9H16N2O5
molecular_weight: 232.23 g/mol
exact_mass: 232.10592162 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 8
heavy_atom_count: 16
topological_polar_surface_area: 130 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 190 - 191 °C
Descriptions:
pubchem: L-N-(3-Carboxypropyl)glutamine is a glutamine derivative.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 4-(γ-Glutamylamino)butanoic acid is molecule that consists of L-glutamate conjugated to γ-aminobutyric acid (GABA). It is the substrate of the enzyme γ-glutamyl-γ-aminobutyrate hydrolase, which is involved in the biosynthesis of polyamines.
Compound: acetylenedicarboxylic acid
SMILES: O=C(O)C#CC(=O)O
InChIKey: YTIVTFGABIZHHX-UHFFFAOYSA-N
Synonyms: acetylenedicarboxylic acid, 142-45-0, 2-butynedioic acid, but-2-ynedioic acid, Butynedioic acid, NSC-1903, NSC-631597, 2D2OJ4KO44, DTXSID3059715, CHEBI:30781, RefChem:468155, DTXCID9034608, 205-536-0, acetylenedicarboxylate, 2-Butyne-1,4-dioic acid, MFCD00004362, acetylene dicarboxylic acid, NSC631597, NSC 631597, Acetylenedicarboxylicacid, 2-Butyne-1,4-dioic Acid; Butynedioic Acid; NSC 1903; NSC 631597;, NSC 1903, Acetylendicarboxylate, EINECS 205-536-0, acetylene dicarboxylic, HOOCC=CCOOH, bmse000416, SCHEMBL4200, UNII-2D2OJ4KO44, AcetylendicarbonsA currencyure, CHEMBL1874364, SCHEMBL18485615, Acetylenedicarboxylic acid, 95%, Acetylenedicarboxylic acid (8CI), NSC1903, STR04631, BBL011589, SBB059645, STL163325, AKOS005716724, FA43743, BP-21137, DB-020755, A0088, CS-0020047, NS00024629, ST51044566, EN300-20004, C03248, F15439, F529888, Q410634, F0001-0497, InChI=1/C4H2O4/c5-3(6)1-2-4(7)8/h(H,5,6)(H,7,8
Theoretical properties:
molecular_formula: C4H2O4
molecular_weight: 114.06 g/mol
exact_mass: 113.99530854 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 0
heavy_atom_count: 8
topological_polar_surface_area: 74.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Butynedioic acid is an acetylenic compound that is acetylene in which the hydrogens are replaced by carboxy groups. It is a C4-dicarboxylic acid and an acetylenic compound. It is a conjugate acid of an acetylenedicarboxylate(1-).
chebi: An acetylenic compound that is acetylene in which the hydrogens are replaced by carboxy groups.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Acetylenedicarboxylic acid or butynedioic acid is an organic compound (a dicarboxylic acid) with the formula H2C4O4 or HO−C(=O)−C≡C−C(=O)−OH. It is a crystalline solid that is soluble in diethyl ether.
The removal of two protons yields the acetylenedicarboxylate dianion C4O2−4, which consists only of carbon and oxygen, making it an oxocarbon anion.  Partial ionization yields the monovalent hydrogen acetylenedicarboxylate anion HC4O−4.
The acid was first described in 1877 by Polish chemist Ernest Bandrowski. It can be obtained by treating α,β-dibromosuccinic acid with potassium hydroxide KOH in methanol or ethanol.  The reaction yields potassium bromide and potassium acetylenedicarboxylate.  The salts are separated and the latter is treated with sulfuric acid.
Acetylenedicarboxylic acid is used in the synthesis of dimethyl acetylenedicarboxylate, an important laboratory reagent.  The acid is commonly traded as a laboratory chemical. It can also be reacted with sulfur tetrafluoride to produce hexafluoro-2-butyne, a powerful dienophile for use in Diels-Alder reactions. 
Fatty alcohol esters of acetylenedicarboxylic acid can be used for the preparation of phase change materials (PCM).
Compound: quinolizidine
SMILES: N12C(CCCC1)CCCC2
InChIKey: LJPZHJUSICYOIX-UHFFFAOYSA-N
Synonyms: quinolizidine, Norlupinane, 493-10-7, 2H-Quinolizine, octahydro-, octahydroquinolizine, UNII-S6O58HOW33, S6O58HOW33, 1-azabicyclo[4.4.0]decane, QUINOLIZINE, OCTAHYDRO-, CHEBI:46751, 1-AZABICYCLO(4.4.0)DECANE, RefChem:45869, Octahydro-2H-quinolizine, 2,3,4,6,7,8,9,9a-octahydro-1H-quinolizine, octahydro-quinolizine, 1-azabicyclo[4,4,0]decane, SCHEMBL127850, SCHEMBL204448, SCHEMBL206897, SCHEMBL360543, SCHEMBL2065720, SCHEMBL4159670, SCHEMBL5037562, SCHEMBL17100712, DTXSID90964203, 1,2,3,4,5,6,7,8,9,9a-decahydro-quinolizine, Q418837, InChI=1/C9H17N/c1-3-7-10-8-4-2-6-9(10)5-1/h9H,1-8H
Theoretical properties:
molecular_formula: C9H17N
molecular_weight: 139.24 g/mol
exact_mass: 139.136099547 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 0
heavy_atom_count: 10
topological_polar_surface_area: 3.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Quinolizidine is an organic heterobicyclic compound that is the octahydro derivative of 2H-quinolizine. The parent of the class of quinolizidines.
chebi: An organic heterobicyclic compound that is the octahydro derivative of 2<em>H</em>-quinolizine. The parent of the class of quinolizidines.
wikipedia: Quinolizidine (norlupinane, octahydro-2H-quinolizine) is a nitrogen-containing heterocyclic compound. Some alkaloids (e.g. cytisine and sparteine) are derivatives of quinolizidine.
Compound: EINECS 234-260-3
SMILES: O=C(O)C(=N)N[C@@H]1[C@H](O[C@H](O[C@@H]2[C@@H](O)[C@@H](O)[C@H](O)[C@@H]([C@H]2O)O)[C@H](C1)N)C
InChIKey: PVTHJAPFENJVNC-MHRBZPPQSA-N
Synonyms: EINECS 234-260-3, RefChem:1084063, KASUGAMYCIN, 6980-18-3, Kasumin L, Kasumin 2L, Kasu B, Kasuminl, alpha-D-lyxo-, O957UYB9DY, 2-amino-2-[(2R,3S,5S,6R)-5-amino-2-methyl-6-[(2R,3S,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxyoxan-3-yl]iminoacetic acid, 11030-24-3, (1s,2r,3s,4r,5s,6s)-2,3,4,5,6-Pentahydroxycyclohexyl 2-Amino-4-{[carboxy(Imino)methyl]amino}-2,3,4,6-Tetradeoxy-Alpha-D-Arabino-Hexopyranoside, 3-O-(2-Amino-4-((carboxyiminomethyl)amino)-2,3,4,6-tetradeoxy-alpha-D-arabino-hexopyranosyl)-D-chiro-inositol sulphate, KSM, 2-amino-2-[(2R,3S,5S,6R)-5-amino-2-methyl-6-[(2S,3S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyoxan-3-yl]iminoacetic acid, HSDB 6695, C14H25N3O9, UNII-O957UYB9DY, BRN 1403823, SR-05000001429, NSC-100858, NSC 100858, KSG, KASUGAMYCIN [HSDB], SCHEMBL70535, orb1700325, CHEMBL1631109, DTXSID1040374, SCHEMBL12858482, SCHEMBL16011710, SCHEMBL16011711, CHEBI:81419, GLXC-08095, HMS2089A11, D-chiro-Inositol, 3-O-(2-amino-4-((carboxyiminomethyl)amino)-2,3,4,6-tetradeoxy-.alpha.-D-arabino-hexopyranosyl)-, HY-B1864, AKOS025310863, D-chiro-Inositol, 3-O-(2-amino-4-((carboxyiminomethyl)amino)-2,3,4,6-tetradeoxy-alpha-D-arabino-hexopyranosyl)-, PD040309, CS-0013930, C17968, Q3193879, SR-05000001429-1, (1S,2R,3S,4R,5S,6S)-2,3,4,5,6-PENTAHYDROXYCYCLOHEXYL, (1S,2R,3S,4R,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl 2-amino-4-{[(Z)-carboxy(imino)methyl]amino}-2,3,4,6-tetradeoxy-alpha-D-arabino-hexopyranoside, 2-[[(2R,3S,5S,6R)-5-amino-2-methyl-6-[(2R,3S,5S,6S)-2,3,4,5,6-pentahydroxycyclohexoxy]tetrahydropyran-3-yl]amino]-2-imino-acetic acid, 2-amino-2-[(2R,3S,5S,6R)-5-amino-2-methyl-6-[(2R,3S,5S,6S)-2,3,4,5,6-pentahydroxycyclohexoxy]tetrahydropyran-3-yl]imino-acetic acid, 2-AMINO-4-{[CARBOXY(IMINO)METHYL]AMINO}-2,3,4,6-TETRADEOXY-ALPHA-D-ARABINO-HEXOPYRANOSIDE, 3-O-[2-amino-4-[(carboxyiminomethyl)amino]-2,3,4,6-tetradeoxy-alpha-D-arabino-hexopyranosyl]-D-chiro-inositol
Theoretical properties:
molecular_formula: C14H25N3O9
molecular_weight: 379.36 g/mol
exact_mass: 379.15907938 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 8
hydrogen_bond_acceptor_count: 11
rotatable_bond_count: 4
heavy_atom_count: 26
topological_polar_surface_area: 221 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Kasugamycin is an amino cyclitol glycoside that is isolated from Streptomyces kasugaensis and exhibits antibiotic and fungicidal properties. It has a role as a protein synthesis inhibitor, a bacterial metabolite and an antifungal agrochemical. It is an amino cyclitol glycoside, an aminoglycoside antibiotic, a carboxamidine, a monosaccharide derivative and an antibiotic fungicide.
chebi: An amino cyclitol glycoside that is isolated from <em>Streptomyces kasugaensis</em> and exhibits antibiotic and fungicidal properties.
chembl: KASUGAMYCIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
Compound: Dioxosuccinic acid
SMILES: O=C(O)C(=O)C(=O)C(=O)O
InChIKey: BLNNXYDKWOJQGK-UHFFFAOYSA-N
Synonyms: Dioxosuccinic acid, 7580-59-8, 2,3-dioxobutanedioic acid, D82LW8DKT2, CHEBI:30799, DTXSID30226716, RefChem:134593, DTXCID60149207, 231-483-8, 2,3-Dioxosuccinic acid, diketosuccinic acid, DIOXOBUTANEDIOIC ACID, 2,3-Dioxosuccinicacid, EINECS 231-483-8, UNII-D82LW8DKT2, SCHEMBL6310940, BLNNXYDKWOJQGK-UHFFFAOYSA-N, AKOS006380501, BUTANEDIOIC ACID, 2,3-DIOXO-, DB-329590, NS00037730, Q5279654
Theoretical properties:
molecular_formula: C4H2O6
molecular_weight: 146.05 g/mol
exact_mass: 145.98513778 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 3
heavy_atom_count: 10
topological_polar_surface_area: 109 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Dioxosuccinic acid is an oxo dicarboxylic acid and an alpha-diketone. It is functionally related to a succinic acid.
wikipedia: Dioxosuccinic acid or dioxobutanedioic acid is an organic compound with formula C4H2O6 or HO−(C=O)4−OH.
Removal of two protons from the molecule would yield the dioxosuccinate anion, C4O2−6 or −O−(C=O)4−O−. This is one of the oxocarbon anions, which consist solely of carbon and oxygen.  The name is also used for salts containing that anion, and for esters with the [−O−(C=O)4−O−] moiety.
Removal of a single proton would result in the monovalent anion hydrogendioxosuccinate, C4HO−6 or HO−(C=O)4−O−.
Compound: 2,2,3,3-TETRAMETHYLBUTANE
SMILES: C(C(C)(C)C)(C)(C)C
InChIKey: OMMLUKLXGSRPHK-UHFFFAOYSA-N
Synonyms: 2,2,3,3-TETRAMETHYLBUTANE, Hexamethylethane, Tetramethylbutane, Butane, 2,2,3,3-tetramethyl-, UNII-EB34RI15NY, EB34RI15NY, NSC 62039, EINECS 209-855-6, NSC-62039, DTXSID9073204, (CH3)3CC(CH3)3, Ethane, hexamethyl, RefChem:80827, Butane, 2,2,3,3tetramethyl, DTXCID4042624, UN1325, Butane, 2,2,3,3-tetramethyl-(8CI), Butane, 2,2,3,3-tetramethyl-(8CI)(9CI), 209-855-6, InChI=1/C8H18/c1-7(2,3)8(4,5)6/h1-6H, OMMLUKLXGSRPHK-UHFFFAOYSA-N, 594-82-1, Ethane, hexamethyl-, MFCD00008849, 2,2,3,3-tetramethyl-butane, NSC62039, 2,3,3-Tetramethylbutane, Butane,2,3,3-tetramethyl-, SCHEMBL125622, SCHEMBL138795, SCHEMBL3972607, AKOS015841161, 2,2,3,3-Tetramethylbutane, >=94%, LS-13533, NS00034178, H55658, F342190, Q416165
Theoretical properties:
molecular_formula: C8H18
molecular_weight: 114.23 g/mol
exact_mass: 114.140850574 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 0
rotatable_bond_count: 1
heavy_atom_count: 8
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
vapor_pressure: 20.9 [mmHg]
Descriptions:
wikipedia: Tetramethylbutane, sometimes called hexamethylethane, is a hydrocarbon with formula C8H18 or (H3C-)3C-C(-CH3)3.  It is the most heavily branched and most compact of the octane isomers, the only one with a butane (C4) backbone. Because of its highly symmetrical structure, it has a very high melting point and a short liquid range; in fact, it is the smallest saturated acyclic hydrocarbon that appears as a solid at a room temperature of 25 °C. (Among cyclic hydrocarbons, cubane, C8H8, norbornane, C7H12 and norbornene, C7H10 are even smaller and are also solid at room temperature.)  It is also the most stable C8H18 isomer, with a heat of formation 4.18 kcal/mol (17.5 kJ/mol) lower than that of n-octane, a fact that has been attributed to stabilizing dispersive interactions (electron correlation) between the methyl groups (protobranching).
The compound can be obtained from ethyl bromide, tert-butyl bromide, and magnesium metal in the presence of manganese(II) ions. Despite conditions amenable to the formation of a Grignard reagent, organomagnesium compounds are believed not to be the active species.  Instead, they transmetalate to organomanganese compounds, which then decompose to tert-butyl radicals, which dimerize.
The full IUPAC name of the compound is 2,2,3,3-tetramethylbutane, but the numbers are superfluous in this case because there is no other possible arrangement of "tetramethylbutane".
Compound: Tricyclo[1.1.1.01,3]pentane
SMILES: C123C(C1)(C2)C3
InChIKey: ZTXSPLGEGCABFL-UHFFFAOYSA-N
Synonyms: Tricyclo[1.1.1.01,3]pentane, (1.1.1)Propellane, 35634-10-7, [1.1.1]Propellane, B99AQN9D35, DTXSID20189149, Tricyclo(1.1.1.01,3)pentane, RefChem:1100354, DTXCID00111640, 1.1.1-propellane, tricyclo[1.1.1.0(1,3)]pentane, [1.1.1] propellane, UNII-B99AQN9D35, SCHEMBL4578166, ZTXSPLGEGCABFL-UHFFFAOYSA-N, Tricyclo[1.1.1.0~1,3~]pentane, DB-267014, F71090, Q4545828
Theoretical properties:
molecular_formula: C5H6
molecular_weight: 66.10 g/mol
exact_mass: 66.0469501914 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 0
rotatable_bond_count: 0
heavy_atom_count: 5
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: [1.1.1]Propellane is an organic compound, the simplest member of the propellane family. It is a hydrocarbon with formula C5H6 or C2(CH2)3. The molecular structure consists of three rings of three carbon atoms each, sharing one C–C bond.
[1.1.1]Propellane is a highly strained molecule. The bonds of the two central carbon atoms have an inverted tetrahedral geometry, and the length of the central bond is 160 pm. The strength of that bond is disputed; estimates vary from 59–65 kcal/mol to no strength at all. The energy of the biradical state (with no central bond at all) is calculated to be 80 kcal/mol higher. At 114 °C it will spontaneously isomerize to 3-methylidenecyclobutene (5 below) with a half-life of 5 minutes. Its strain energy is estimated to be 102 kcal/mol (427 kJ/mol).  Surprisingly, [1.1.1]propellane is persistent at room temperature and is somewhat less susceptible to thermal decomposition than the less strained (90 kcal/mol) [2.2.2]propellane system, which has an estimated half-life of only about 1 h at 25 °C. This unusual stability is attributed to delocalisation of electron density from the bond between the central carbon atoms onto the bridging carbon atoms.
The type of bonding in this molecule has been explained in terms of charge-shift bonding.
Compound: Tricyclo[2.2.2.01,4]octane
SMILES: C123C(CC1)(CC2)CC3
InChIKey: GPMHXZWOEIWUPW-UHFFFAOYSA-N
Synonyms: Tricyclo[2.2.2.01,4]octane, 36120-88-4, Tricyclo(2.2.2.01,4)octane, RefChem:1100355, [2.2.2]Propellane, 2.2.2-Propellane, Tricyclo[2.2.2.0(1,4)]octane, N79VJK4GSD, DTXSID10340429, GPMHXZWOEIWUPW-UHFFFAOYSA-N, Tricyclo[2.2.2.0~1,4~]octane, Q4596979
Theoretical properties:
molecular_formula: C8H12
molecular_weight: 108.18 g/mol
exact_mass: 108.093900383 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 0
rotatable_bond_count: 0
heavy_atom_count: 8
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
wikipedia: [2.2.2]Propellane, formally tricyclo[2.2.2.01,4]octane is an organic compound, a member of the propellane family. It is a hydrocarbon with formula C8H12, or C2(C2H4)3. Its molecule has three rings with four carbon atoms each, sharing one C–C bond.
This compound is unstable (although not as much as [1.1.1]propellane; however it is less persistent than [1.1.1]propellane). The bond angles on the shared carbons are considerably strained: three of them are close to 90°, the other three to 120°. The strain energy is estimated to be 93 kcal/mol (390 kJ/mol).