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(8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylhepta-4,6-dien-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene

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 40058739-1564-471a-8e99-c2a38c07c950
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids
IUPAC Name (8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylhepta-4,6-dien-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene
SMILES (Canonical) CC(CC=CC(=C)C)C1CCC2C1(CCC3C2CCC4C3(CCCC4)C)C
SMILES (Isomeric) C[C@H](CC=CC(=C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4[C@@]3(CCCC4)C)C
InChI InChI=1S/C27H44/c1-19(2)9-8-10-20(3)23-14-15-24-22-13-12-21-11-6-7-17-26(21,4)25(22)16-18-27(23,24)5/h8-9,20-25H,1,6-7,10-18H2,2-5H3/t20-,21?,22+,23-,24+,25+,26+,27-/m1/s1
InChI Key JGCACTGJEXJWMH-LDHZKLTISA-N
Popularity 41 references in papers

Physical and Chemical Properties

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Molecular Formula C27H44
Molecular Weight 368.60 g/mol
Exact Mass 368.344301404 g/mol
Topological Polar Surface Area (TPSA) 0.00 Ų
XlogP 10.50
Atomic LogP (AlogP) 8.19
H-Bond Acceptor 0
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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JGCACTGJEXJWMH-LDHZKLTISA-N

2D Structure

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2D Structure of (8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylhepta-4,6-dien-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9930 99.30%
Caco-2 + 0.6085 60.85%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Lysosomes 0.7151 71.51%
OATP2B1 inhibitior - 0.8672 86.72%
OATP1B1 inhibitior + 0.8448 84.48%
OATP1B3 inhibitior + 0.8337 83.37%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8161 81.61%
P-glycoprotein inhibitior - 0.4749 47.49%
P-glycoprotein substrate - 0.7150 71.50%
CYP3A4 substrate + 0.6758 67.58%
CYP2C9 substrate - 0.6219 62.19%
CYP2D6 substrate - 0.7767 77.67%
CYP3A4 inhibition - 0.7473 74.73%
CYP2C9 inhibition - 0.7802 78.02%
CYP2C19 inhibition - 0.6532 65.32%
CYP2D6 inhibition - 0.9386 93.86%
CYP1A2 inhibition - 0.7724 77.24%
CYP2C8 inhibition - 0.7395 73.95%
CYP inhibitory promiscuity + 0.6363 63.63%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8200 82.00%
Carcinogenicity (trinary) Non-required 0.4852 48.52%
Eye corrosion - 0.9595 95.95%
Eye irritation - 0.9714 97.14%
Skin irritation - 0.6694 66.94%
Skin corrosion - 0.9662 96.62%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4019 40.19%
Micronuclear - 0.9800 98.00%
Hepatotoxicity - 0.6309 63.09%
skin sensitisation + 0.8028 80.28%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity - 0.5000 50.00%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.9071 90.71%
Acute Oral Toxicity (c) III 0.7935 79.35%
Estrogen receptor binding + 0.9012 90.12%
Androgen receptor binding + 0.7191 71.91%
Thyroid receptor binding + 0.6749 67.49%
Glucocorticoid receptor binding + 0.8223 82.23%
Aromatase binding + 0.6708 67.08%
PPAR gamma + 0.6042 60.42%
Honey bee toxicity - 0.7620 76.20%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5200 52.00%
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
CHEMBL237 P41145 Kappa opioid receptor 95.85% 98.10%
CHEMBL240 Q12809 HERG 95.75% 89.76%
CHEMBL233 P35372 Mu opioid receptor 95.39% 97.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.55% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.68% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.11% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.75% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 91.68% 90.17%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 90.91% 97.34%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.65% 96.38%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.06% 82.69%
CHEMBL4370 P16662 UDP-glucuronosyltransferase 2B7 89.32% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.04% 100.00%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 88.00% 95.42%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 87.60% 97.47%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 87.09% 88.81%
CHEMBL1937 Q92769 Histone deacetylase 2 86.00% 94.75%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 85.83% 91.79%
CHEMBL259 P32245 Melanocortin receptor 4 84.47% 95.38%
CHEMBL5203 P33316 dUTP pyrophosphatase 84.04% 99.18%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.89% 91.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.85% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.75% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.75% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.54% 97.09%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.09% 97.50%
CHEMBL325 Q13547 Histone deacetylase 1 83.04% 95.92%
CHEMBL2581 P07339 Cathepsin D 81.90% 98.95%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.45% 89.50%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.82% 89.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.59% 93.04%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.39% 93.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.08% 95.50%

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 71401261
LOTUS LTS0099267
wikiData Q104253069