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(3S)-5-[[(2R,3R,5R,10S,13R,14R,17R)-17-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid

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 ed429fe1-807c-46c7-ab3c-68c69576942d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S)-5-[[(2R,3R,5R,10S,13R,14R,17R)-17-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H60O8/c1-21(10-13-27(37)32(4,5)42)22-14-16-36(9)24-11-12-26-31(2,3)30(41)25(44-29(40)20-33(6,43)19-28(38)39)18-34(26,7)23(24)15-17-35(22,36)8/h21-22,25-27,30,37,41-43H,10-20H2,1-9H3,(H,38,39)/t21-,22-,25-,26+,27-,30+,33+,34-,35-,36+/m1/s1
InChI Key VOAJMYUEWCGJID-SDJDHMAGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H60O8
Molecular Weight 620.90 g/mol
Exact Mass 620.42881887 g/mol
Topological Polar Surface Area (TPSA) 145.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 5.78
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 10

Synonyms

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126906-00-1
AKOS040746819

2D Structure

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2D Structure of (3S)-5-[[(2R,3R,5R,10S,13R,14R,17R)-17-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9729 97.29%
Caco-2 - 0.7975 79.75%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8440 84.40%
OATP2B1 inhibitior - 0.5649 56.49%
OATP1B1 inhibitior + 0.7832 78.32%
OATP1B3 inhibitior - 0.3652 36.52%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7782 77.82%
BSEP inhibitior + 0.7160 71.60%
P-glycoprotein inhibitior + 0.7190 71.90%
P-glycoprotein substrate + 0.5345 53.45%
CYP3A4 substrate + 0.7081 70.81%
CYP2C9 substrate - 0.8149 81.49%
CYP2D6 substrate - 0.8784 87.84%
CYP3A4 inhibition - 0.7972 79.72%
CYP2C9 inhibition - 0.7564 75.64%
CYP2C19 inhibition - 0.7996 79.96%
CYP2D6 inhibition - 0.9508 95.08%
CYP1A2 inhibition - 0.8775 87.75%
CYP2C8 inhibition + 0.5560 55.60%
CYP inhibitory promiscuity - 0.9189 91.89%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7027 70.27%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9167 91.67%
Skin irritation + 0.6320 63.20%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6086 60.86%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8358 83.58%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6694 66.94%
Acute Oral Toxicity (c) I 0.4699 46.99%
Estrogen receptor binding + 0.6379 63.79%
Androgen receptor binding + 0.7417 74.17%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7019 70.19%
Aromatase binding + 0.7376 73.76%
PPAR gamma + 0.6034 60.34%
Honey bee toxicity - 0.6774 67.74%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9966 99.66%

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 98.66% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.34% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.72% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 96.63% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.86% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.32% 97.25%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.78% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.55% 97.09%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.00% 94.23%
CHEMBL5028 O14672 ADAM10 85.91% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.44% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.01% 85.31%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.16% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.69% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.14% 97.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.46% 94.08%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.36% 95.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.18% 96.47%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.83% 82.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.68% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.39% 100.00%

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 162996086
LOTUS LTS0162882
wikiData Q105290056