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(6S,8S,9S,10R,13R,14S,17R)-6-hydroxy-10,13-dimethyl-17-[(E,2S)-6-methylhept-3-en-2-yl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-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 c5038abe-df46-4825-95d0-cf78ade8def5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (6S,8S,9S,10R,13R,14S,17R)-6-hydroxy-10,13-dimethyl-17-[(E,2S)-6-methylhept-3-en-2-yl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical) CC(C)CC=CC(C)C1CCC2C1(CCC3C2CC(C4=CC(=O)CCC34C)O)C
SMILES (Isomeric) C[C@@H](/C=C/CC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@@H](C4=CC(=O)CC[C@]34C)O)C
InChI InChI=1S/C27H42O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-16-25(29)24-15-19(28)11-13-27(24,5)23(20)12-14-26(21,22)4/h6,8,15,17-18,20-23,25,29H,7,9-14,16H2,1-5H3/b8-6+/t18-,20-,21+,22-,23-,25-,26+,27+/m0/s1
InChI Key QDIMJFMCSOENRG-BHDBXCGQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H42O2
Molecular Weight 398.60 g/mol
Exact Mass 398.318480578 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 6.40
Atomic LogP (AlogP) 6.34
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 (6S,8S,9S,10R,13R,14S,17R)-6-hydroxy-10,13-dimethyl-17-[(E,2S)-6-methylhept-3-en-2-yl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-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 + 0.5404 54.04%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6761 67.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8354 83.54%
OATP1B3 inhibitior + 0.9622 96.22%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.8408 84.08%
P-glycoprotein inhibitior + 0.5739 57.39%
P-glycoprotein substrate - 0.6919 69.19%
CYP3A4 substrate + 0.7466 74.66%
CYP2C9 substrate - 0.8086 80.86%
CYP2D6 substrate - 0.8843 88.43%
CYP3A4 inhibition - 0.8945 89.45%
CYP2C9 inhibition - 0.9189 91.89%
CYP2C19 inhibition - 0.7834 78.34%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9112 91.12%
CYP2C8 inhibition - 0.5976 59.76%
CYP inhibitory promiscuity - 0.7080 70.80%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5783 57.83%
Eye corrosion - 0.9941 99.41%
Eye irritation - 0.9771 97.71%
Skin irritation + 0.6930 69.30%
Skin corrosion - 0.9641 96.41%
Ames mutagenesis - 0.7944 79.44%
Human Ether-a-go-go-Related Gene inhibition - 0.5635 56.35%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.5340 53.40%
skin sensitisation + 0.5181 51.81%
Respiratory toxicity + 0.9444 94.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.9100 91.00%
Acute Oral Toxicity (c) III 0.8740 87.40%
Estrogen receptor binding + 0.9164 91.64%
Androgen receptor binding + 0.8351 83.51%
Thyroid receptor binding + 0.7593 75.93%
Glucocorticoid receptor binding + 0.8792 87.92%
Aromatase binding - 0.4831 48.31%
PPAR gamma + 0.5994 59.94%
Honey bee toxicity - 0.7481 74.81%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9874 98.74%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.63% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.00% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.62% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.57% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.41% 100.00%
CHEMBL2581 P07339 Cathepsin D 93.16% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.36% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.99% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.53% 82.69%
CHEMBL1871 P10275 Androgen Receptor 89.94% 96.43%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.43% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 86.61% 95.93%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.54% 85.14%
CHEMBL1902 P62942 FK506-binding protein 1A 83.65% 97.05%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.89% 90.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.03% 91.07%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.27% 85.31%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.70% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.50% 96.77%

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 163046286
LOTUS LTS0058660
wikiData Q105218830