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(2R,3S,4S,5R,6R)-2-[[(2R)-2,3-dihydroxypropoxy]methyl]-6-[[(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]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 d87cbabb-e1fe-42a5-84ad-5bba69aed34b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (2R,3S,4S,5R,6R)-2-[[(2R)-2,3-dihydroxypropoxy]methyl]-6-[[(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]oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H66O8/c1-7-24(22(2)3)9-8-23(4)29-12-13-30-28-11-10-25-18-27(14-16-37(25,5)31(28)15-17-38(29,30)6)45-36-35(43)34(42)33(41)32(46-36)21-44-20-26(40)19-39/h10,22-24,26-36,39-43H,7-9,11-21H2,1-6H3/t23-,24-,26-,27+,28+,29-,30+,31+,32-,33-,34+,35-,36-,37+,38-/m1/s1
InChI Key DLRNZJFCKQUJDA-JDMBFDAYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H66O8
Molecular Weight 650.90 g/mol
Exact Mass 650.47576906 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 6.40
Atomic LogP (AlogP) 5.23
H-Bond Acceptor 8
H-Bond Donor 5
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5R,6R)-2-[[(2R)-2,3-dihydroxypropoxy]methyl]-6-[[(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]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 + 0.8968 89.68%
Caco-2 - 0.8586 85.86%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6456 64.56%
OATP2B1 inhibitior - 0.7223 72.23%
OATP1B1 inhibitior + 0.8922 89.22%
OATP1B3 inhibitior + 0.8465 84.65%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.4719 47.19%
P-glycoprotein inhibitior + 0.6899 68.99%
P-glycoprotein substrate + 0.6697 66.97%
CYP3A4 substrate + 0.7393 73.93%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.8331 83.31%
CYP3A4 inhibition - 0.7732 77.32%
CYP2C9 inhibition - 0.8167 81.67%
CYP2C19 inhibition - 0.8543 85.43%
CYP2D6 inhibition - 0.9184 91.84%
CYP1A2 inhibition - 0.8798 87.98%
CYP2C8 inhibition + 0.6350 63.50%
CYP inhibitory promiscuity - 0.9171 91.71%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6510 65.10%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9216 92.16%
Skin irritation - 0.5963 59.63%
Skin corrosion - 0.9422 94.22%
Ames mutagenesis - 0.8670 86.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3858 38.58%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.7682 76.82%
skin sensitisation - 0.8763 87.63%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.9508 95.08%
Acute Oral Toxicity (c) III 0.6222 62.22%
Estrogen receptor binding + 0.7716 77.16%
Androgen receptor binding + 0.7114 71.14%
Thyroid receptor binding - 0.6258 62.58%
Glucocorticoid receptor binding - 0.5439 54.39%
Aromatase binding + 0.6166 61.66%
PPAR gamma + 0.6107 61.07%
Honey bee toxicity - 0.7280 72.80%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5950 59.50%
Fish aquatic toxicity + 0.9393 93.93%

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 98.57% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.54% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 97.61% 95.93%
CHEMBL2581 P07339 Cathepsin D 97.31% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.15% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.13% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.60% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.04% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.00% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.86% 93.56%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 89.42% 89.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.77% 95.89%
CHEMBL220 P22303 Acetylcholinesterase 86.38% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.29% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.36% 89.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.84% 89.62%
CHEMBL240 Q12809 HERG 84.28% 89.76%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.10% 90.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.08% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.64% 93.04%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.59% 94.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.67% 92.62%
CHEMBL5028 O14672 ADAM10 80.56% 97.50%
CHEMBL3401 O75469 Pregnane X receptor 80.43% 94.73%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.38% 94.08%
CHEMBL1871 P10275 Androgen Receptor 80.00% 96.43%

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.
Cynoglossum gansuense

Cross-Links

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PubChem 162872831
LOTUS LTS0195401
wikiData Q104984594