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methyl (2S,5R,6R)-2,5,6-trihydroxy-2-methyl-6-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptanoate

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 536ab74a-5552-4dea-9d6c-87d8457e0e28
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
IUPAC Name methyl (2S,5R,6R)-2,5,6-trihydroxy-2-methyl-6-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptanoate
SMILES (Canonical) CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(C)(C(=O)OC)O)O)O)O
SMILES (Isomeric) C[C@]12CC[C@H]3C(=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)[C@@]1(CC[C@@H]2[C@](C)([C@@H](CC[C@@](C)(C(=O)OC)O)O)O)O
InChI InChI=1S/C28H44O9/c1-24-14-20(31)19(30)13-17(24)18(29)12-16-15(24)6-9-25(2)21(7-11-28(16,25)36)27(4,35)22(32)8-10-26(3,34)23(33)37-5/h12,15,17,19-22,30-32,34-36H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,22+,24+,25+,26-,27+,28+/m0/s1
InChI Key JOLKVOVVLSTPTC-JZZLEGRASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H44O9
Molecular Weight 524.60 g/mol
Exact Mass 524.29853298 g/mol
Topological Polar Surface Area (TPSA) 165.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 1.01
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S,5R,6R)-2,5,6-trihydroxy-2-methyl-6-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9819 98.19%
Caco-2 - 0.7064 70.64%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8523 85.23%
OATP2B1 inhibitior - 0.5709 57.09%
OATP1B1 inhibitior + 0.9050 90.50%
OATP1B3 inhibitior - 0.2329 23.29%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7803 78.03%
BSEP inhibitior + 0.8131 81.31%
P-glycoprotein inhibitior - 0.4800 48.00%
P-glycoprotein substrate + 0.6531 65.31%
CYP3A4 substrate + 0.7203 72.03%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.9063 90.63%
CYP3A4 inhibition - 0.7953 79.53%
CYP2C9 inhibition - 0.8263 82.63%
CYP2C19 inhibition - 0.8262 82.62%
CYP2D6 inhibition - 0.9419 94.19%
CYP1A2 inhibition - 0.8517 85.17%
CYP2C8 inhibition + 0.4746 47.46%
CYP inhibitory promiscuity - 0.9424 94.24%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7018 70.18%
Eye corrosion - 0.9941 99.41%
Eye irritation - 0.9338 93.38%
Skin irritation + 0.6470 64.70%
Skin corrosion - 0.9516 95.16%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4182 41.82%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6680 66.80%
skin sensitisation - 0.8632 86.32%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8720 87.20%
Acute Oral Toxicity (c) IV 0.5690 56.90%
Estrogen receptor binding + 0.7381 73.81%
Androgen receptor binding + 0.7560 75.60%
Thyroid receptor binding + 0.5573 55.73%
Glucocorticoid receptor binding + 0.7882 78.82%
Aromatase binding + 0.7359 73.59%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7835 78.35%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9933 99.33%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.63% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.08% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 98.29% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.11% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.79% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.67% 97.09%
CHEMBL2581 P07339 Cathepsin D 94.21% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 92.59% 91.07%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 92.01% 94.78%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.30% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.33% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.50% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.13% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.52% 95.89%
CHEMBL1871 P10275 Androgen Receptor 86.76% 96.43%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.08% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.44% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.16% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.03% 90.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.11% 92.62%
CHEMBL5028 O14672 ADAM10 82.01% 97.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.94% 96.90%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.81% 97.28%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.29% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.12% 86.33%

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 162879098
LOTUS LTS0225993
wikiData Q105132403