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(3S,8S,9S,10R,13R,14S,17R)-17-[(Z,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

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 9299b68e-5bf2-452e-83d0-4b575b5dc13a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (3S,8S,9S,10R,13R,14S,17R)-17-[(Z,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES (Canonical) CC(CC=CC(C)(C)O)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C
SMILES (Isomeric) C[C@H](C/C=C\C(C)(C)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C
InChI InChI=1S/C27H44O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h6,8,14,18,20-24,28-29H,7,9-13,15-17H2,1-5H3/b14-6-/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1
InChI Key CRBBVTAXSNJDMS-ZJXXKZHLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44O2
Molecular Weight 400.60 g/mol
Exact Mass 400.334130642 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 6.30
Atomic LogP (AlogP) 6.28
H-Bond Acceptor 2
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 (3S,8S,9S,10R,13R,14S,17R)-17-[(Z,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-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 - 0.5215 52.15%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.5918 59.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9119 91.19%
OATP1B3 inhibitior + 0.9717 97.17%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8388 83.88%
P-glycoprotein inhibitior - 0.5342 53.42%
P-glycoprotein substrate + 0.6879 68.79%
CYP3A4 substrate + 0.7267 72.67%
CYP2C9 substrate - 0.7657 76.57%
CYP2D6 substrate - 0.7563 75.63%
CYP3A4 inhibition - 0.8517 85.17%
CYP2C9 inhibition - 0.9270 92.70%
CYP2C19 inhibition - 0.8107 81.07%
CYP2D6 inhibition - 0.9429 94.29%
CYP1A2 inhibition - 0.8907 89.07%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.5193 51.93%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5928 59.28%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9784 97.84%
Skin irritation + 0.5398 53.98%
Skin corrosion - 0.9598 95.98%
Ames mutagenesis - 0.8437 84.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4003 40.03%
Micronuclear - 0.9500 95.00%
Hepatotoxicity + 0.5884 58.84%
skin sensitisation + 0.5137 51.37%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8428 84.28%
Acute Oral Toxicity (c) III 0.6859 68.59%
Estrogen receptor binding + 0.9248 92.48%
Androgen receptor binding + 0.7773 77.73%
Thyroid receptor binding + 0.7265 72.65%
Glucocorticoid receptor binding + 0.8681 86.81%
Aromatase binding + 0.5252 52.52%
PPAR gamma + 0.5734 57.34%
Honey bee toxicity - 0.7669 76.69%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9869 98.69%

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 97.61% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.13% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 95.39% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.93% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.65% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.65% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.56% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.78% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.53% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.35% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.02% 93.56%
CHEMBL1871 P10275 Androgen Receptor 85.22% 96.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.74% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.33% 90.17%
CHEMBL2996 Q05655 Protein kinase C delta 82.77% 97.79%
CHEMBL1977 P11473 Vitamin D receptor 82.40% 99.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.20% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.82% 86.33%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.95% 85.31%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.11% 92.88%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.03% 91.03%

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 163058514
LOTUS LTS0183000
wikiData Q104968425