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(6S)-6-[(3S,5S,6S,8S,10S,13R,14S,17R)-3,6-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-en-4-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 d6960379-5c37-4f08-9972-0ed6b5811a02
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Dihydroxy bile acids, alcohols and derivatives
IUPAC Name (6S)-6-[(3S,5S,6S,8S,10S,13R,14S,17R)-3,6-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-en-4-one
SMILES (Canonical) CC(CC(=O)C=C(C)C)C1CCC2C1(CC=C3C2CC(C4C3(CCC(C4)O)C)O)C
SMILES (Isomeric) C[C@@H](CC(=O)C=C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC=C3[C@H]2C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4)O)C)O)C
InChI InChI=1S/C27H42O3/c1-16(2)12-19(29)13-17(3)21-6-7-22-20-15-25(30)24-14-18(28)8-10-27(24,5)23(20)9-11-26(21,22)4/h9,12,17-18,20-22,24-25,28,30H,6-8,10-11,13-15H2,1-5H3/t17-,18-,20-,21+,22-,24+,25-,26+,27+/m0/s1
InChI Key JMTGPYQQNHOZAL-JXYGGNRYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H42O3
Molecular Weight 414.60 g/mol
Exact Mass 414.31339520 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.46
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (6S)-6-[(3S,5S,6S,8S,10S,13R,14S,17R)-3,6-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-en-4-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 + 0.5316 53.16%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8135 81.35%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8360 83.60%
OATP1B3 inhibitior + 0.9722 97.22%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.6500 65.00%
BSEP inhibitior + 0.9305 93.05%
P-glycoprotein inhibitior - 0.5409 54.09%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6933 69.33%
CYP2C9 substrate - 0.7411 74.11%
CYP2D6 substrate - 0.8673 86.73%
CYP3A4 inhibition - 0.8236 82.36%
CYP2C9 inhibition - 0.9113 91.13%
CYP2C19 inhibition - 0.8978 89.78%
CYP2D6 inhibition - 0.9559 95.59%
CYP1A2 inhibition - 0.9518 95.18%
CYP2C8 inhibition - 0.6041 60.41%
CYP inhibitory promiscuity - 0.6729 67.29%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5931 59.31%
Eye corrosion - 0.9956 99.56%
Eye irritation - 0.9838 98.38%
Skin irritation + 0.6366 63.66%
Skin corrosion - 0.9625 96.25%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5163 51.63%
Micronuclear - 0.9000 90.00%
Hepatotoxicity + 0.5349 53.49%
skin sensitisation - 0.5707 57.07%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.7303 73.03%
Acute Oral Toxicity (c) III 0.6716 67.16%
Estrogen receptor binding + 0.8096 80.96%
Androgen receptor binding + 0.7844 78.44%
Thyroid receptor binding + 0.6241 62.41%
Glucocorticoid receptor binding + 0.7944 79.44%
Aromatase binding + 0.6139 61.39%
PPAR gamma - 0.5381 53.81%
Honey bee toxicity - 0.8088 80.88%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9934 99.34%

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 98.48% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.29% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 94.10% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.51% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.17% 97.25%
CHEMBL2581 P07339 Cathepsin D 91.30% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.17% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.17% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.71% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 87.46% 95.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.74% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.29% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.99% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.12% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.60% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 82.41% 91.19%
CHEMBL5028 O14672 ADAM10 81.80% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.47% 95.89%

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 163095382
LOTUS LTS0046617
wikiData Q105131673