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(2S,3R,8R,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-3,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one

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 f9b363ca-d3bf-41ec-992a-4ba88f693282
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2S,3R,8R,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-3,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
SMILES (Canonical) CC1(C(C(CC2C1=CCC3C2(C(=O)CC4(C3(CC(C4C(C)(C(=O)C=CC(C)(C)O)O)O)C)C)C)OC5C(C(C(C(O5)CO)O)O)O)O)C
SMILES (Isomeric) C[C@@]12C[C@H]([C@@H]([C@]1(CC(=O)[C@@]3([C@@H]2CC=C4[C@H]3C[C@@H]([C@@H](C4(C)C)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)[C@](C)(C(=O)/C=C/C(C)(C)O)O)O
InChI InChI=1S/C36H56O12/c1-31(2,45)12-11-23(39)36(8,46)28-19(38)14-33(5)22-10-9-17-18(35(22,7)24(40)15-34(28,33)6)13-20(29(44)32(17,3)4)47-30-27(43)26(42)25(41)21(16-37)48-30/h9,11-12,18-22,25-30,37-38,41-46H,10,13-16H2,1-8H3/b12-11+/t18-,19-,20+,21-,22-,25-,26+,27-,28+,29+,30-,33+,34-,35+,36+/m1/s1
InChI Key KHZCBNXYSLTLON-CGWGNQHSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H56O12
Molecular Weight 680.80 g/mol
Exact Mass 680.37717722 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 0.54
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,8R,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-3,16-dihydroxy-4,4,9,13,14-pentamethyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9049 90.49%
Caco-2 - 0.8562 85.62%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8255 82.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8283 82.83%
OATP1B3 inhibitior + 0.8709 87.09%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6097 60.97%
P-glycoprotein inhibitior + 0.7123 71.23%
P-glycoprotein substrate - 0.5774 57.74%
CYP3A4 substrate + 0.7195 71.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8866 88.66%
CYP3A4 inhibition - 0.7781 77.81%
CYP2C9 inhibition - 0.8433 84.33%
CYP2C19 inhibition - 0.9144 91.44%
CYP2D6 inhibition - 0.9454 94.54%
CYP1A2 inhibition - 0.8551 85.51%
CYP2C8 inhibition + 0.6446 64.46%
CYP inhibitory promiscuity - 0.9191 91.91%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6753 67.53%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9176 91.76%
Skin irritation - 0.5459 54.59%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6876 68.76%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.6241 62.41%
skin sensitisation - 0.8945 89.45%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.6026 60.26%
Acute Oral Toxicity (c) III 0.6142 61.42%
Estrogen receptor binding + 0.7058 70.58%
Androgen receptor binding + 0.7436 74.36%
Thyroid receptor binding - 0.4941 49.41%
Glucocorticoid receptor binding + 0.7428 74.28%
Aromatase binding + 0.7270 72.70%
PPAR gamma + 0.6704 67.04%
Honey bee toxicity - 0.6331 63.31%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9826 98.26%

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 99.12% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.67% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.98% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.91% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.19% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.78% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.65% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.38% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.84% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.34% 96.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.26% 91.07%
CHEMBL4208 P20618 Proteasome component C5 84.95% 90.00%
CHEMBL226 P30542 Adenosine A1 receptor 83.50% 95.93%
CHEMBL3401 O75469 Pregnane X receptor 83.38% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.27% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.76% 89.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.67% 86.92%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.71% 89.34%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162970705
LOTUS LTS0172166
wikiData Q105141389