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(2R,3R,4R,5S,6R)-2-[[(3S,7R,8R,9S,10S,13R,14S,17R)-7-hydroxy-17-[(2S,3S,4S)-3-hydroxy-6-methyl-4-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-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 44e63aa3-005f-4b18-8fe0-246c28a30a6a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2R,3R,4R,5S,6R)-2-[[(3S,7R,8R,9S,10S,13R,14S,17R)-7-hydroxy-17-[(2S,3S,4S)-3-hydroxy-6-methyl-4-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H70O14/c1-19(2)15-25(53-37-34(51)32(49)30(47)26(17-43)54-37)29(46)20(3)21-11-12-42(8)36-24(45)16-23-22(40(36,6)13-14-41(21,42)7)9-10-28(39(23,4)5)56-38-35(52)33(50)31(48)27(18-44)55-38/h15-16,20-22,24-38,43-52H,9-14,17-18H2,1-8H3/t20-,21+,22+,24+,25-,26+,27+,28-,29-,30+,31+,32+,33+,34+,35+,36+,37+,38-,40-,41+,42-/m0/s1
InChI Key QNJRILBNZCUYJE-DVYKXJRNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H70O14
Molecular Weight 799.00 g/mol
Exact Mass 798.47655690 g/mol
Topological Polar Surface Area (TPSA) 239.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 0.90
H-Bond Acceptor 14
H-Bond Donor 10
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4R,5S,6R)-2-[[(3S,7R,8R,9S,10S,13R,14S,17R)-7-hydroxy-17-[(2S,3S,4S)-3-hydroxy-6-methyl-4-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-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 + 0.7122 71.22%
Caco-2 - 0.8814 88.14%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8033 80.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8002 80.02%
OATP1B3 inhibitior - 0.3092 30.92%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.6123 61.23%
P-glycoprotein inhibitior + 0.7524 75.24%
P-glycoprotein substrate - 0.5464 54.64%
CYP3A4 substrate + 0.6933 69.33%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9631 96.31%
CYP2C9 inhibition - 0.8699 86.99%
CYP2C19 inhibition - 0.9059 90.59%
CYP2D6 inhibition - 0.9376 93.76%
CYP1A2 inhibition - 0.8883 88.83%
CYP2C8 inhibition + 0.6448 64.48%
CYP inhibitory promiscuity - 0.9012 90.12%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6129 61.29%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9101 91.01%
Skin irritation - 0.6298 62.98%
Skin corrosion - 0.9462 94.62%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7649 76.49%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.9020 90.20%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.8399 83.99%
Acute Oral Toxicity (c) III 0.6471 64.71%
Estrogen receptor binding + 0.7847 78.47%
Androgen receptor binding + 0.7408 74.08%
Thyroid receptor binding - 0.5443 54.43%
Glucocorticoid receptor binding + 0.6659 66.59%
Aromatase binding + 0.6721 67.21%
PPAR gamma + 0.7536 75.36%
Honey bee toxicity - 0.6805 68.05%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9499 94.99%

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 98.93% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.41% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.18% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.42% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.26% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.29% 95.89%
CHEMBL2581 P07339 Cathepsin D 87.98% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.09% 95.89%
CHEMBL4208 P20618 Proteasome component C5 82.88% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.12% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.72% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.55% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.60% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.24% 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 163027940
LOTUS LTS0190492
wikiData Q105224507