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(2S,8S,9R,10R,13R,14S,16R,17R)-17-[(2R,3S)-2,3-dihydroxy-6-methylhept-5-en-2-yl]-16-hydroxy-4,4,9,13,14-pentamethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione

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 cc6242e7-272d-4cd0-bb0d-36d9bb7ef093
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2S,8S,9R,10R,13R,14S,16R,17R)-17-[(2R,3S)-2,3-dihydroxy-6-methylhept-5-en-2-yl]-16-hydroxy-4,4,9,13,14-pentamethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione
SMILES (Canonical) CC(=CCC(C(C)(C1C(CC2(C1(CC(=O)C3(C2CC=C4C3CC(C(=O)C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)C)O)O)O)C
SMILES (Isomeric) CC(=CC[C@@H]([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(=O)C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)C)O)O)O)C
InChI InChI=1S/C36H56O11/c1-17(2)9-12-24(39)36(8,45)29-20(38)14-33(5)23-11-10-18-19(35(23,7)25(40)15-34(29,33)6)13-21(30(44)32(18,3)4)46-31-28(43)27(42)26(41)22(16-37)47-31/h9-10,19-24,26-29,31,37-39,41-43,45H,11-16H2,1-8H3/t19-,20-,21+,22-,23+,24+,26-,27+,28-,29+,31-,33+,34-,35+,36+/m1/s1
InChI Key IOFOALUPVFCTKE-KAXLBMNGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H56O11
Molecular Weight 664.80 g/mol
Exact Mass 664.38226260 g/mol
Topological Polar Surface Area (TPSA) 194.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.57
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,8S,9R,10R,13R,14S,16R,17R)-17-[(2R,3S)-2,3-dihydroxy-6-methylhept-5-en-2-yl]-16-hydroxy-4,4,9,13,14-pentamethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione

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 - 0.8458 84.58%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8255 82.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8384 83.84%
OATP1B3 inhibitior + 0.8709 87.09%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7183 71.83%
P-glycoprotein inhibitior + 0.7402 74.02%
P-glycoprotein substrate - 0.5433 54.33%
CYP3A4 substrate + 0.7147 71.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8687 86.87%
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 + 0.6003 60.03%
CYP inhibitory promiscuity - 0.9191 91.91%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6753 67.53%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9175 91.75%
Skin irritation - 0.5459 54.59%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7742 77.42%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5775 57.75%
skin sensitisation - 0.8945 89.45%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.5605 56.05%
Acute Oral Toxicity (c) III 0.6142 61.42%
Estrogen receptor binding + 0.6900 69.00%
Androgen receptor binding + 0.7495 74.95%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7555 75.55%
Aromatase binding + 0.6916 69.16%
PPAR gamma + 0.6695 66.95%
Honey bee toxicity - 0.6562 65.62%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6100 61.00%
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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.49% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.40% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.24% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.82% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.01% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.30% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 93.60% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.45% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.76% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.94% 96.95%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.01% 86.92%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.86% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.62% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.06% 95.89%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.92% 97.21%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.72% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.37% 89.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.12% 91.24%

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 162968885
LOTUS LTS0122609
wikiData Q105116623