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(3S,8S,9R,10R,13R,14S,17S)-17-[(Z,2S)-2,7-dihydroxy-6-methylhept-5-en-2-yl]-4,4,9,13,14-pentamethyl-3-[(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 40dd17db-868d-4bcb-b682-583607f452fa
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (3S,8S,9R,10R,13R,14S,17S)-17-[(Z,2S)-2,7-dihydroxy-6-methylhept-5-en-2-yl]-4,4,9,13,14-pentamethyl-3-[(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) CC(=CCCC(C)(C1CCC2(C1(CC(=O)C3(C2CC=C4C3CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)C)O)CO
SMILES (Isomeric) C/C(=C/CC[C@@](C)([C@H]1CC[C@@]2([C@@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)C)O)/CO
InChI InChI=1S/C36H58O9/c1-20(18-37)9-8-15-35(6,43)24-14-16-33(4)25-12-10-21-22(36(25,7)26(39)17-34(24,33)5)11-13-27(32(21,2)3)45-31-30(42)29(41)28(40)23(19-38)44-31/h9-10,22-25,27-31,37-38,40-43H,8,11-19H2,1-7H3/b20-9-/t22-,23-,24+,25+,27+,28-,29+,30-,31+,33+,34-,35+,36+/m1/s1
InChI Key BHGPYRWYIIFMBM-OZTMLBANSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H58O9
Molecular Weight 634.80 g/mol
Exact Mass 634.40808342 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.43
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,8S,9R,10R,13R,14S,17S)-17-[(Z,2S)-2,7-dihydroxy-6-methylhept-5-en-2-yl]-4,4,9,13,14-pentamethyl-3-[(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 + 0.8580 85.80%
Caco-2 - 0.8372 83.72%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8408 84.08%
OATP2B1 inhibitior - 0.8609 86.09%
OATP1B1 inhibitior + 0.8341 83.41%
OATP1B3 inhibitior - 0.2991 29.91%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.7120 71.20%
P-glycoprotein inhibitior + 0.7597 75.97%
P-glycoprotein substrate - 0.6399 63.99%
CYP3A4 substrate + 0.7196 71.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8687 86.87%
CYP3A4 inhibition - 0.9253 92.53%
CYP2C9 inhibition - 0.8446 84.46%
CYP2C19 inhibition - 0.8914 89.14%
CYP2D6 inhibition - 0.9329 93.29%
CYP1A2 inhibition - 0.8597 85.97%
CYP2C8 inhibition + 0.6430 64.30%
CYP inhibitory promiscuity - 0.9358 93.58%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6791 67.91%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9262 92.62%
Skin irritation - 0.5537 55.37%
Skin corrosion - 0.9448 94.48%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7423 74.23%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6101 61.01%
skin sensitisation - 0.9019 90.19%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.6031 60.31%
Acute Oral Toxicity (c) III 0.6876 68.76%
Estrogen receptor binding + 0.6826 68.26%
Androgen receptor binding + 0.7133 71.33%
Thyroid receptor binding - 0.5429 54.29%
Glucocorticoid receptor binding + 0.7268 72.68%
Aromatase binding + 0.7204 72.04%
PPAR gamma + 0.6349 63.49%
Honey bee toxicity - 0.6930 69.30%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9553 95.53%

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 98.90% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.85% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.20% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.95% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.61% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.51% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.10% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.98% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 85.97% 94.75%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.81% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.58% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.39% 91.07%
CHEMBL3401 O75469 Pregnane X receptor 82.33% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.82% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.81% 89.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.46% 97.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.10% 93.04%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.04% 93.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.66% 96.61%
CHEMBL5255 O00206 Toll-like receptor 4 80.57% 92.50%

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.
Hemsleya panacis-scandens

Cross-Links

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PubChem 163087621
LOTUS LTS0054427
wikiData Q104935932