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(2R,3R,4S,5S,6R)-2-[[(3S,7S,8S,9R,10R,13R,14S,17R)-3-hydroxy-9-(hydroxymethyl)-17-[(2R,4R)-4-hydroxy-6-methylhept-5-en-2-yl]-4,4,13,14-tetramethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-7-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 835f2d70-78ea-4e67-bb0d-35bde5ebbf39
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(3S,7S,8S,9R,10R,13R,14S,17R)-3-hydroxy-9-(hydroxymethyl)-17-[(2R,4R)-4-hydroxy-6-methylhept-5-en-2-yl]-4,4,13,14-tetramethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H60O9/c1-19(2)14-21(39)15-20(3)22-10-11-35(7)31-25(44-32-30(43)29(42)28(41)26(17-37)45-32)16-24-23(8-9-27(40)33(24,4)5)36(31,18-38)13-12-34(22,35)6/h14,16,20-23,25-32,37-43H,8-13,15,17-18H2,1-7H3/t20-,21+,22-,23-,25+,26-,27+,28-,29+,30-,31+,32-,34-,35+,36-/m1/s1
InChI Key WCKZLYQEEPCCGL-ODMNCKKZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H60O9
Molecular Weight 636.90 g/mol
Exact Mass 636.42373349 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.07
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(3S,7S,8S,9R,10R,13R,14S,17R)-3-hydroxy-9-(hydroxymethyl)-17-[(2R,4R)-4-hydroxy-6-methylhept-5-en-2-yl]-4,4,13,14-tetramethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-7-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 + 0.7987 79.87%
Caco-2 - 0.8253 82.53%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7597 75.97%
OATP2B1 inhibitior - 0.8619 86.19%
OATP1B1 inhibitior + 0.8215 82.15%
OATP1B3 inhibitior - 0.2190 21.90%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.5967 59.67%
P-glycoprotein inhibitior + 0.6535 65.35%
P-glycoprotein substrate - 0.5074 50.74%
CYP3A4 substrate + 0.7027 70.27%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9275 92.75%
CYP2C9 inhibition - 0.8478 84.78%
CYP2C19 inhibition - 0.8826 88.26%
CYP2D6 inhibition - 0.9312 93.12%
CYP1A2 inhibition - 0.8660 86.60%
CYP2C8 inhibition + 0.5964 59.64%
CYP inhibitory promiscuity - 0.9213 92.13%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6739 67.39%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9284 92.84%
Skin irritation - 0.5940 59.40%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8737 87.37%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8964 89.64%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.9004 90.04%
Acute Oral Toxicity (c) III 0.5952 59.52%
Estrogen receptor binding + 0.7066 70.66%
Androgen receptor binding + 0.7469 74.69%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6059 60.59%
Aromatase binding + 0.6838 68.38%
PPAR gamma + 0.6525 65.25%
Honey bee toxicity - 0.6901 69.01%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.9368 93.68%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.04% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.51% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.49% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.06% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.19% 98.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 91.63% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.10% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.70% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.09% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.81% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.43% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.21% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 84.48% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.44% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.27% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.59% 99.17%
CHEMBL1937 Q92769 Histone deacetylase 2 82.24% 94.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.05% 93.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.01% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.79% 93.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.46% 97.14%
CHEMBL2996 Q05655 Protein kinase C delta 80.42% 97.79%
CHEMBL2243 O00519 Anandamide amidohydrolase 80.05% 97.53%

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 162906604
LOTUS LTS0065600
wikiData Q105301850