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(3S,10S,13R,14R,17R)-3-hydroxy-10,13-dimethyl-17-[(E,2S,5S)-5-methylhept-3-en-2-yl]-1,2,3,4,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 27f66a2f-bb8a-4e96-990d-c4a712d75758
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Androstane steroids > Androgens and derivatives
IUPAC Name (3S,10S,13R,14R,17R)-3-hydroxy-10,13-dimethyl-17-[(E,2S,5S)-5-methylhept-3-en-2-yl]-1,2,3,4,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-one
SMILES (Canonical) CCC(C)C=CC(C)C1CCC2C1(CCC3=C2C(=O)C=C4C3(CCC(C4)O)C)C
SMILES (Isomeric) CC[C@H](C)/C=C/[C@H](C)[C@H]1CC[C@@H]2[C@@]1(CCC3=C2C(=O)C=C4[C@@]3(CC[C@@H](C4)O)C)C
InChI InChI=1S/C27H40O2/c1-6-17(2)7-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h7-8,16-18,20-22,28H,6,9-15H2,1-5H3/b8-7+/t17-,18-,20-,21+,22-,26-,27+/m0/s1
InChI Key LTDDELFZQAJPOQ-YBNKPEGMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O2
Molecular Weight 396.60 g/mol
Exact Mass 396.302830514 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 6.00
Atomic LogP (AlogP) 6.41
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,10S,13R,14R,17R)-3-hydroxy-10,13-dimethyl-17-[(E,2S,5S)-5-methylhept-3-en-2-yl]-1,2,3,4,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-one

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 + 0.7524 75.24%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.5679 56.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7214 72.14%
OATP1B3 inhibitior + 0.9911 99.11%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9130 91.30%
P-glycoprotein inhibitior + 0.7031 70.31%
P-glycoprotein substrate - 0.5735 57.35%
CYP3A4 substrate + 0.6267 62.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8833 88.33%
CYP3A4 inhibition - 0.7612 76.12%
CYP2C9 inhibition - 0.9383 93.83%
CYP2C19 inhibition - 0.8796 87.96%
CYP2D6 inhibition - 0.9416 94.16%
CYP1A2 inhibition - 0.9417 94.17%
CYP2C8 inhibition - 0.7201 72.01%
CYP inhibitory promiscuity - 0.7263 72.63%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5049 50.49%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9723 97.23%
Skin irritation + 0.5934 59.34%
Skin corrosion - 0.9641 96.41%
Ames mutagenesis - 0.7432 74.32%
Human Ether-a-go-go-Related Gene inhibition + 0.6536 65.36%
Micronuclear - 0.9600 96.00%
Hepatotoxicity - 0.5186 51.86%
skin sensitisation + 0.5000 50.00%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8425 84.25%
Acute Oral Toxicity (c) III 0.5469 54.69%
Estrogen receptor binding + 0.7549 75.49%
Androgen receptor binding + 0.7757 77.57%
Thyroid receptor binding + 0.6625 66.25%
Glucocorticoid receptor binding + 0.7337 73.37%
Aromatase binding - 0.5384 53.84%
PPAR gamma + 0.6110 61.10%
Honey bee toxicity - 0.7468 74.68%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9892 98.92%

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
CHEMBL2581 P07339 Cathepsin D 97.63% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.74% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.33% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.26% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 94.49% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.52% 91.11%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.79% 90.71%
CHEMBL226 P30542 Adenosine A1 receptor 91.73% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.50% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.04% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.10% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.08% 93.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.45% 96.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.02% 95.56%
CHEMBL1977 P11473 Vitamin D receptor 85.08% 99.43%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.66% 82.69%
CHEMBL1871 P10275 Androgen Receptor 83.14% 96.43%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.11% 96.47%
CHEMBL255 P29275 Adenosine A2b receptor 81.68% 98.59%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.33% 97.50%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 81.32% 88.81%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.84% 99.23%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162915830
LOTUS LTS0013666
wikiData Q105156886