(3S,10R,13R)-10,13-dimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

Details

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Internal ID d6437e17-b8a1-46e5-ba57-681eccc4ea0d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (3S,10R,13R)-10,13-dimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES (Canonical) CC=C(CCC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)O)C)C)C(C)C
SMILES (Isomeric) C/C=C(/CC[C@@H](C)C1CCC2[C@@]1(CCC3C2=CC=C4[C@@]3(CC[C@@H](C4)O)C)C)\C(C)C
InChI InChI=1S/C29H46O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10-11,19-20,23,25-27,30H,8-9,12-18H2,1-6H3/b21-7-/t20-,23+,25?,26?,27?,28+,29-/m1/s1
InChI Key XPRWWANUPMYKMF-UUHDPGOWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H46O
Molecular Weight 410.70 g/mol
Exact Mass 410.354866087 g/mol
Topological Polar Surface Area (TPSA) 20.20 Ų
XlogP 8.30
Atomic LogP (AlogP) 7.87
H-Bond Acceptor 1
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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CHEBI:80097
Q27149247
(3S,10R,13R)-10,13-dimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

2D Structure

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2D Structure of (3S,10R,13R)-10,13-dimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.6882 68.82%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.4852 48.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.4687 46.87%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9418 94.18%
P-glycoprotein inhibitior + 0.6244 62.44%
P-glycoprotein substrate + 0.5244 52.44%
CYP3A4 substrate + 0.6405 64.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7337 73.37%
CYP3A4 inhibition - 0.8638 86.38%
CYP2C9 inhibition - 0.9194 91.94%
CYP2C19 inhibition - 0.9177 91.77%
CYP2D6 inhibition - 0.9519 95.19%
CYP1A2 inhibition - 0.9355 93.55%
CYP2C8 inhibition - 0.7122 71.22%
CYP inhibitory promiscuity - 0.6721 67.21%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5893 58.93%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9708 97.08%
Skin irritation + 0.5815 58.15%
Skin corrosion - 0.9537 95.37%
Ames mutagenesis - 0.7486 74.86%
Human Ether-a-go-go-Related Gene inhibition + 0.7898 78.98%
Micronuclear - 0.9500 95.00%
Hepatotoxicity + 0.5667 56.67%
skin sensitisation + 0.6565 65.65%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8012 80.12%
Acute Oral Toxicity (c) I 0.5508 55.08%
Estrogen receptor binding + 0.9195 91.95%
Androgen receptor binding + 0.6034 60.34%
Thyroid receptor binding + 0.8120 81.20%
Glucocorticoid receptor binding + 0.8496 84.96%
Aromatase binding - 0.5176 51.76%
PPAR gamma + 0.6133 61.33%
Honey bee toxicity - 0.8168 81.68%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9872 98.72%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.56% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.89% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.81% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 94.23% 95.93%
CHEMBL2581 P07339 Cathepsin D 93.90% 98.95%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.69% 89.05%
CHEMBL240 Q12809 HERG 91.39% 89.76%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.58% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.50% 82.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.85% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.83% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.48% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.87% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.60% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.63% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 83.52% 90.17%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.34% 98.05%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.23% 92.62%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.85% 93.99%
CHEMBL1907 P15144 Aminopeptidase N 80.13% 93.31%

Cross-Links

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PubChem 23724575
LOTUS LTS0129084
wikiData Q27149247