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(3S,8S,9S,10R,13S,14S,16S,17R)-17-[(2R)-2-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol

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 2549625e-8c52-4a8d-b032-bf22f61cd0e4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
IUPAC Name (3S,8S,9S,10R,13S,14S,16S,17R)-17-[(2R)-2-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol
SMILES (Canonical) CC(C)CCCC(C)(C1C(CC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)O)O
SMILES (Isomeric) CC(C)CCC[C@](C)([C@H]1[C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)O)O
InChI InChI=1S/C27H46O3/c1-17(2)7-6-12-27(5,30)24-23(29)16-22-20-9-8-18-15-19(28)10-13-25(18,3)21(20)11-14-26(22,24)4/h8,17,19-24,28-30H,6-7,9-16H2,1-5H3/t19-,20+,21-,22-,23-,24-,25-,26-,27+/m0/s1
InChI Key XSGAQCLMXROKDH-JOYBJKFPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H46O3
Molecular Weight 418.70 g/mol
Exact Mass 418.34469533 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 6.20
Atomic LogP (AlogP) 5.47
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9950 99.50%
Caco-2 - 0.5850 58.50%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5270 52.70%
OATP2B1 inhibitior - 0.5879 58.79%
OATP1B1 inhibitior + 0.9368 93.68%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8465 84.65%
P-glycoprotein inhibitior - 0.6498 64.98%
P-glycoprotein substrate + 0.8193 81.93%
CYP3A4 substrate + 0.7319 73.19%
CYP2C9 substrate - 0.5811 58.11%
CYP2D6 substrate - 0.7340 73.40%
CYP3A4 inhibition - 0.8594 85.94%
CYP2C9 inhibition - 0.8618 86.18%
CYP2C19 inhibition - 0.8129 81.29%
CYP2D6 inhibition - 0.9472 94.72%
CYP1A2 inhibition - 0.9095 90.95%
CYP2C8 inhibition + 0.5312 53.12%
CYP inhibitory promiscuity - 0.5785 57.85%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5926 59.26%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9570 95.70%
Skin irritation + 0.5459 54.59%
Skin corrosion - 0.9421 94.21%
Ames mutagenesis - 0.8378 83.78%
Human Ether-a-go-go-Related Gene inhibition + 0.6468 64.68%
Micronuclear - 0.9200 92.00%
Hepatotoxicity + 0.5384 53.84%
skin sensitisation - 0.6610 66.10%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.9154 91.54%
Acute Oral Toxicity (c) I 0.7725 77.25%
Estrogen receptor binding + 0.8491 84.91%
Androgen receptor binding + 0.7316 73.16%
Thyroid receptor binding + 0.6132 61.32%
Glucocorticoid receptor binding + 0.7954 79.54%
Aromatase binding + 0.6033 60.33%
PPAR gamma + 0.5204 52.04%
Honey bee toxicity - 0.7457 74.57%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9872 98.72%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.22% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.79% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 97.18% 97.79%
CHEMBL2179 P04062 Beta-glucocerebrosidase 97.16% 85.31%
CHEMBL226 P30542 Adenosine A1 receptor 96.31% 95.93%
CHEMBL2581 P07339 Cathepsin D 95.40% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.99% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.39% 93.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.34% 91.11%
CHEMBL237 P41145 Kappa opioid receptor 90.32% 98.10%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.28% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.57% 95.89%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 88.53% 97.29%
CHEMBL242 Q92731 Estrogen receptor beta 87.86% 98.35%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.53% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.53% 95.89%
CHEMBL1914 P06276 Butyrylcholinesterase 87.00% 95.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.76% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.08% 90.71%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.82% 91.03%
CHEMBL1871 P10275 Androgen Receptor 85.61% 96.43%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.34% 89.05%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 83.87% 95.00%
CHEMBL1907 P15144 Aminopeptidase N 83.86% 93.31%
CHEMBL238 Q01959 Dopamine transporter 83.69% 95.88%
CHEMBL299 P17252 Protein kinase C alpha 83.65% 98.03%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.40% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.40% 95.58%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 80.70% 97.23%

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.
Commiphora wightii

Cross-Links

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PubChem 162991281
LOTUS LTS0272010
wikiData Q104888912