Compound: aphidicolin
SMILES: O[C@]1([C@H]2C[C@@]3([C@@]4([C@H]([C@@]([C@H](O)CC4)(CO)C)CC[C@H]3C2)C)CC1)CO
InChIKey: NOFOAYPPHIUXJR-APNQCZIXSA-N
Synonyms: aphidicolin, 38966-21-1, (+)-Aphidicolin, NSC-234714, ICI 69653, NSC 234714, (3R,4R,4aR,6aS,8R,9R,11aS,11bS)-4,9-bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-3,9-diol, ICI-69653, NSC234714, DTXSID5036711, 192TJ6PP19, CHEBI:2766, 9,15-Cyclo-C,18-dinor-14,15-secoandrostane-4,17-dimethanol, 3,17-dihydroxy-4-methyl-, (3alpha,4alpha,5alpha,17alpha)-, (1S,2S,5R,6R,7R,10S,12R,13R)-6,13-bis(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.01,10.02,7]hexadecane-5,13-diol, NSC351140, 8,11A-METHANO-11AH-CYCLOHEPTA(A)NAPHTHALENE-4,9-DIMETHANOL, TETRADECAHYDRO-3,9-DIHYDROXY-4,11B-DIMETHYL-, (3R,4R,4AR,6AS,8R,9R,11AS,11BS)-, (1S,2S,5R,6R,7R,10S,12R,13R)-6,13-bis(hydroxymethyl)-2,6-dimethyltetracyclo(10.3.1.01,10.02,7)hexadecane-5,13-diol, (3R,4R,4aR,6aS,8R,9R,11aS,11bS)-4,9-bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta(a)naphthalene-3,9-diol, ICI69653, NSC 351140, RefChem:388805, DTXCID3016711, (+/-)-Aphidicolin, Aphidicolin, (+/-)-, 69926-98-3, 6B3F8QW8TU, CHEMBL29711, MLS000069677, SMR000058538, MFCD00083214, 8,11a-Methano-11ah-cyclohepta(a)naphthalene-4,9-dimethanol, tetradecahydro-3,9-dihydroxy-4,11b-dimethyl-, (3R,4R,4aR,6aS,8R,9R,11aS,11bS)-rel-, Rel-(3R,4R,4aR,6aS,8R,9R,11aS,11bS)-4,9-bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthalene-3,9-diol, CCRIS 1783, UNII-6B3F8QW8TU, aphidicholin, aphidocolin, BRN 4689958, UNII-192TJ6PP19, bis(hydroxymethyl)-dimethyl-[?]diol, NOFOAYPPHIUXJR-APNQCZIXSA-N, Aphidicolin from Nigrospora sphaerica, ne-3,9-diol, Aphidicolin (Standard), APHIDICOLIN [MI], Opera_ID_1321, CBiol_001873, BSPBio_001438, KBioGR_000158, KBioSS_000158, SCHEMBL183956, cid_457964, MEGxm0_000277, orb1909513, Aphidicolin, analytical standard, ACon0_000080, ACon1_000511, BCBcMAP01_000163, HY-N6733R, KBio2_000158, KBio2_002726, KBio2_005294, KBio3_000315, KBio3_000316, Bio1_000159, Bio1_000648, Bio1_001137, Bio2_000158, Bio2_000638, HMS1361H20, HMS1791H20, HMS1989H20, HMS3402H20, HY-N6733, BDBM50090910, EX-A10179, HB3690, AKOS027470273, Aphidicolin - CAS 38966-21-1, AT25347, CCG-208640, IDI1_033908, SMP1_000025, NCGC00023142-03, NCGC00023142-04, NCGC00023142-05, NCGC00023142-06, 8,11a-Methano-11aH-cyclohepta(a)naphthalene-4,9-dimethanol, tetradecahydro-3,9-dihydroxy-4,11b-dimethyl-, (3R-(3-alpha,4-alpha,4a-alpha,6a-beta,8-beta,9-beta,11a-beta,11b-beta))-, BA162709, DA-59422, 3alpha,16,17,18-tetrahydroxyaphidicolone, CS-0033151, BRD-K85140930-001-12-7, Q27453425, 4B15B386-8738-48FE-80DB-5BA3406098DD, Aphidicolin from Nigrospora sphaerica, >=98% (HPLC), powder, (1S,2S,5R,6R,7R,10S,12R,13R)-6,13-bis(hydroxymethyl)-2,6-dimethyl-tetracyclo[10.3.1.01,10.02,7]hexadecane-5,13-diol, (1S,2S,5R,6R,7R,10S,12R,13R)-6,13-Bis(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.0[1,10].0[2,7]]hexadecane-5,13-diol, (3alpha,4alpha,5alpha,17alpha)-3,17-dihydroxy-4-methyl-9,15-cyclo-C,18-dinor-14,15-secoandrostane-4,17-dimethanol, (3R,4R,4aR,6aS,8R,9R,11aS,11bS)-4,9-bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthale, (3R,4R,4aR,6aS,8R,9R,11aS,11bS)-4,9-bis(hydroxymethyl)-4,11b-dimethyltetradecahydro-8,11a-methanocyclohepta[a]naphthale ne-3,9-diol, 2ZE, 6,13-di(hydroxymethyl)-2,6-dimethyl-(1S,2S,5R,6R,7R)-tetracyclo[10.3.1.01,10.02,7]hexadecane-5,13-diol, 6,13-di(hydroxymethyl)-2,6-dimethyl-(1S,2S,5R,6R,7R,10S,12R,13R)-tetracyclo[10.3.1.01,10.02,7]hexadecane-5,13-diol (Aphidicolin), 6,13-di(hydroxymethyl)-2,6-dimethyl-(1S,2S,5R,6R,7R,10S,12R,13R)-tetracyclo[10.3.1.01,10.02,7]hexadecane-5,13-diol(Aphidicolin), 8,11a-Methano-11aH-cyclohepta[a]naphthalene-4,9-dimethanol, tetradecahydro-3,9-dihydroxy-4,11b-dimethyl-, (3S,4R,4aR,6aS,8R,9R,11aS,11bS)-, 9,15-CYCLO-C,18-DINOR-14,15-SECOANDROSTANE-4,17-DIMETHANOL, 3,17-DIHYDROXY-4-METHYL-, (3.ALPHA.,4.ALPHA.,5.ALPHA.,17.ALPHA.)-
Theoretical properties:
molecular_formula: C20H34O4
molecular_weight: 338.5 g/mol
exact_mass: 338.24570956 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 2
heavy_atom_count: 24
topological_polar_surface_area: 80.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Aphidicolin is a tetracyclic diterpenoid that has an tetradecahydro-8,11a-methanocyclohepta[a]naphthalene skeleton with two hydroxymethyl substituents at positions 4 and 9, two methyl substituents at positions 4 and 11b and two hydroxy substituents at positions 3 and 9. An antibiotic with antiviral and antimitotical properties. Aphidicolin is a reversible inhibitor of eukaryotic nuclear DNA replication. It has a role as an EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor, an antimicrobial agent, an antineoplastic agent, an antiviral drug, a DNA synthesis inhibitor, an antimitotic, an apoptosis inducer, a fungal metabolite and an Aspergillus metabolite.
chebi: A tetracyclic diterpenoid that has an tetradecahydro-8,11a-methanocyclohepta[<em>a</em>]naphthalene skeleton with two hydroxymethyl substituents at positions 4 and 9, two methyl substituents at positions 4 and 11b and two hydroxy substituents at positions 3 and 9. An antibiotic with antiviral and antimitotical properties. Aphidicolin is a reversible inhibitor of eukaryotic nuclear DNA replication.
chembl: APHIDICOLIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Aphidicolin is a tetracyclic diterpene antibiotic isolated from the fungus Cephalosporum aphidicola with antiviral and antimitotic properties.  Aphidicolin is a reversible inhibitor of eukaryotic nuclear DNA replication. It blocks the cell cycle at early S phase. It is a specific inhibitor of DNA polymerase Alpha and Delta in eukaryotic cells and in some viruses (vaccinia and herpesviruses) and an apoptosis inducer in HeLa cells. Natural aphidicolin is a secondary metabolite of the fungus Nigrospora oryzae.