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(2S,3R,8S,9R,10R,13R,14S,16R,17R)-17-[(Z,2S)-2,7-dihydroxy-6-methylhept-5-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 005e18db-2e1a-4724-b2b3-7163be34a30d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2S,3R,8S,9R,10R,13R,14S,16R,17R)-17-[(Z,2S)-2,7-dihydroxy-6-methylhept-5-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) CC(=CCCC(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3CC(C(C4(C)C)O)OC5C(C(C(C(O5)CO)O)O)O)C)C)C)O)O)CO
SMILES (Isomeric) C/C(=C/CC[C@@](C)([C@H]1[C@@H](C[C@@]2([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)O)O)/CO
InChI InChI=1S/C36H58O11/c1-18(16-37)9-8-12-35(6,45)29-21(39)14-33(4)24-11-10-19-20(36(24,7)25(40)15-34(29,33)5)13-22(30(44)32(19,2)3)46-31-28(43)27(42)26(41)23(17-38)47-31/h9-10,20-24,26-31,37-39,41-45H,8,11-17H2,1-7H3/b18-9-/t20-,21-,22+,23-,24+,26-,27+,28-,29+,30+,31-,33+,34-,35+,36+/m1/s1
InChI Key MWMDOMJSKSLEEM-KONUSZRASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H58O11
Molecular Weight 666.80 g/mol
Exact Mass 666.39791266 g/mol
Topological Polar Surface Area (TPSA) 197.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.37
H-Bond Acceptor 11
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,8S,9R,10R,13R,14S,16R,17R)-17-[(Z,2S)-2,7-dihydroxy-6-methylhept-5-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 + 0.8580 85.80%
Caco-2 - 0.8544 85.44%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.8408 84.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8340 83.40%
OATP1B3 inhibitior - 0.2991 29.91%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.6383 63.83%
P-glycoprotein inhibitior + 0.7234 72.34%
P-glycoprotein substrate - 0.5298 52.98%
CYP3A4 substrate + 0.7220 72.20%
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 + 0.6160 61.60%
CYP inhibitory promiscuity - 0.9358 93.58%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6791 67.91%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9230 92.30%
Skin irritation - 0.5537 55.37%
Skin corrosion - 0.9448 94.48%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7470 74.70%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6269 62.69%
skin sensitisation - 0.9019 90.19%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.5154 51.54%
Acute Oral Toxicity (c) III 0.6876 68.76%
Estrogen receptor binding + 0.6790 67.90%
Androgen receptor binding + 0.7406 74.06%
Thyroid receptor binding - 0.5323 53.23%
Glucocorticoid receptor binding + 0.7110 71.10%
Aromatase binding + 0.7090 70.90%
PPAR gamma + 0.6616 66.16%
Honey bee toxicity - 0.5868 58.68%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
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 99.40% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.05% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.93% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.65% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.42% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.36% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.94% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.84% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 88.42% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.91% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 86.34% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.78% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 84.51% 97.79%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.25% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.18% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.53% 94.00%

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.
Beta vulgaris

Cross-Links

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PubChem 162914075
LOTUS LTS0090843
wikiData Q104967741