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(8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5-hydroperoxy-5-propan-2-ylhept-6-en-2-yl]-10,13-dimethyl-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 738a1860-5556-41bb-b84c-1a1df8e82123
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5-hydroperoxy-5-propan-2-ylhept-6-en-2-yl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H46O3/c1-7-29(32-31,19(2)3)17-12-20(4)24-10-11-25-23-9-8-21-18-22(30)13-15-27(21,5)26(23)14-16-28(24,25)6/h7,18-20,23-26,31H,1,8-17H2,2-6H3/t20-,23+,24-,25+,26+,27+,28-,29+/m1/s1
InChI Key SICXMLBXUWOBEI-JCXWHIIBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H46O3
Molecular Weight 442.70 g/mol
Exact Mass 442.34469533 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 7.50
Atomic LogP (AlogP) 7.62
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5-hydroperoxy-5-propan-2-ylhept-6-en-2-yl]-10,13-dimethyl-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 + 0.9955 99.55%
Caco-2 - 0.6002 60.02%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7558 75.58%
OATP2B1 inhibitior - 0.7222 72.22%
OATP1B1 inhibitior + 0.8764 87.64%
OATP1B3 inhibitior + 0.8150 81.50%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9324 93.24%
P-glycoprotein inhibitior + 0.6469 64.69%
P-glycoprotein substrate - 0.6377 63.77%
CYP3A4 substrate + 0.7554 75.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8688 86.88%
CYP3A4 inhibition - 0.6428 64.28%
CYP2C9 inhibition - 0.7223 72.23%
CYP2C19 inhibition - 0.6774 67.74%
CYP2D6 inhibition - 0.9400 94.00%
CYP1A2 inhibition - 0.8471 84.71%
CYP2C8 inhibition - 0.7113 71.13%
CYP inhibitory promiscuity - 0.5923 59.23%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5670 56.70%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9551 95.51%
Skin irritation + 0.4895 48.95%
Skin corrosion - 0.9309 93.09%
Ames mutagenesis - 0.6754 67.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3845 38.45%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.5528 55.28%
skin sensitisation - 0.6558 65.58%
Respiratory toxicity + 0.9778 97.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.8997 89.97%
Acute Oral Toxicity (c) III 0.6754 67.54%
Estrogen receptor binding + 0.8584 85.84%
Androgen receptor binding + 0.8459 84.59%
Thyroid receptor binding + 0.7033 70.33%
Glucocorticoid receptor binding + 0.8807 88.07%
Aromatase binding + 0.7635 76.35%
PPAR gamma + 0.5192 51.92%
Honey bee toxicity - 0.6152 61.52%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 1.0000 100.00%

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 98.20% 96.09%
CHEMBL240 Q12809 HERG 97.81% 89.76%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.92% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.94% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.87% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.22% 94.45%
CHEMBL1871 P10275 Androgen Receptor 94.18% 96.43%
CHEMBL2581 P07339 Cathepsin D 93.31% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.66% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.81% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.55% 97.09%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 90.28% 94.78%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.12% 86.33%
CHEMBL1902 P62942 FK506-binding protein 1A 85.84% 97.05%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.10% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 84.65% 95.93%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.73% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.62% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 82.18% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.45% 82.69%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.90% 90.71%
CHEMBL4581 P52732 Kinesin-like protein 1 80.89% 93.18%
CHEMBL233 P35372 Mu opioid receptor 80.73% 97.93%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 163004322
LOTUS LTS0006176
wikiData Q105253652