Aphidicolin

Details

• Internal ID: 0afb7128-ee70-4506-82ac-7142ea4611cc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aphidicolane and stemodane diterpenoids
• IUPAC Name: (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
• InChI: InChI=1S/C20H34O4/c1-17(11-21)15-4-3-13-9-14-10-19(13,7-8-20(14,24)12-22)18(15,2)6-5-16(17)23/h13-16,21-24H,3-12H2,1-2H3/t13-,14+,15-,16+,17-,18-,19-,20-/m0/s1
• InChI Key: NOFOAYPPHIUXJR-APNQCZIXSA-N
• Popularity: 2,052 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.24570956 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 2.50

Synonyms

• 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
• 966A211
• 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.)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL5514	P42858	Huntingtin	631 nM	Potency	via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	794.3 nM	Potency	via Super-PRED
CHEMBL1293232	Q16637	Survival motor neuron protein	794.3 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.04%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.76%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.89%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.48%	97.25%
CHEMBL233	P35372	Mu opioid receptor	92.37%	97.93%
CHEMBL206	P03372	Estrogen receptor alpha	91.57%	97.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.57%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.41%	82.69%
CHEMBL2996	Q05655	Protein kinase C delta	89.54%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	89.43%	90.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.07%	92.86%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.65%	93.99%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.43%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.29%	95.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.20%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.81%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	82.58%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.24%	92.94%
CHEMBL299	P17252	Protein kinase C alpha	81.79%	98.03%
CHEMBL4302	P08183	P-glycoprotein 1	81.73%	92.98%
CHEMBL259	P32245	Melanocortin receptor 4	81.40%	95.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.33%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 457964
• LOTUS: LTS0138032
• wikiData: Q414000