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bis((3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol);(3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylhept-6-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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 275dc1de-3bf2-4b77-8895-de24170b041e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name bis((3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol);(3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylhept-6-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/2C35H60O6.C35H58O6/c3*1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-33-32(39)31(38)30(37)29(19-36)41-33/h2*10,20-22,24-33,36-39H,7-9,11-19H2,1-6H3;10,21-22,24-33,36-39H,2,7-9,11-19H2,1,3-6H3/t3*21-,22-,24+,25+,26-,27+,28+,29-,30-,31+,32-,33?,34+,35-/m111/s1
InChI Key OHVYCELRHUJPFH-CZVRGWHYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C105H178O18
Molecular Weight 1728.50 g/mol
Exact Mass 1728.30467366 g/mol
Topological Polar Surface Area (TPSA) 298.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 17.47
H-Bond Acceptor 18
H-Bond Donor 12
Rotatable Bonds 27

Synonyms

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AKOS040732803
CS-0110976

2D Structure

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2D Structure of bis((3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol);(3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylhept-6-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7967 79.67%
Caco-2 - 0.8689 86.89%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7043 70.43%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8919 89.19%
OATP1B3 inhibitior + 0.8014 80.14%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.4842 48.42%
P-glycoprotein inhibitior + 0.7402 74.02%
P-glycoprotein substrate + 0.6561 65.61%
CYP3A4 substrate + 0.7386 73.86%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.8850 88.50%
CYP2C9 inhibition - 0.8222 82.22%
CYP2C19 inhibition - 0.8456 84.56%
CYP2D6 inhibition - 0.9253 92.53%
CYP1A2 inhibition - 0.8719 87.19%
CYP2C8 inhibition + 0.6447 64.47%
CYP inhibitory promiscuity - 0.8425 84.25%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6229 62.29%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9074 90.74%
Skin irritation - 0.6202 62.02%
Skin corrosion - 0.9381 93.81%
Ames mutagenesis - 0.8570 85.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7513 75.13%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8023 80.23%
skin sensitisation - 0.8819 88.19%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8333 83.33%
Acute Oral Toxicity (c) III 0.6649 66.49%
Estrogen receptor binding + 0.8080 80.80%
Androgen receptor binding + 0.7739 77.39%
Thyroid receptor binding - 0.5431 54.31%
Glucocorticoid receptor binding - 0.4818 48.18%
Aromatase binding + 0.6160 61.60%
PPAR gamma + 0.7017 70.17%
Honey bee toxicity - 0.6442 64.42%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5050 50.50%
Fish aquatic toxicity + 0.9825 98.25%

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 97.70% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.57% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.43% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.37% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.55% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 95.02% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.36% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.10% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.04% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.75% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.22% 95.89%
CHEMBL220 P22303 Acetylcholinesterase 87.45% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.42% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.31% 89.00%
CHEMBL237 P41145 Kappa opioid receptor 83.43% 98.10%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.21% 89.05%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.02% 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.
Momordica charantia

Cross-Links

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PubChem 145925703
LOTUS LTS0172008
wikiData Q104250918