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(2S,3S,8S,9R,10R,13R,14S,16R,17R)-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-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 07956343-fa95-404e-b586-cac5302dc1ef
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2S,3S,8S,9R,10R,13R,14S,16R,17R)-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-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)CCC(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)CCC(C)(C)O)O)O
InChI InChI=1S/C36H58O12/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/h9,18-22,25-30,37-38,41-46H,10-16H2,1-8H3/t18-,19-,20+,21-,22+,25-,26+,27-,28+,29-,30-,33+,34-,35+,36+/m1/s1
InChI Key UUTGLLDUBDFZOP-DJKNLBHJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H58O12
Molecular Weight 682.80 g/mol
Exact Mass 682.39282728 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 0.77
H-Bond Acceptor 12
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,3S,8S,9R,10R,13R,14S,16R,17R)-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-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 + 0.8868 88.68%
Caco-2 - 0.8574 85.74%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.8704 87.04%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8240 82.40%
OATP1B3 inhibitior + 0.8029 80.29%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5600 56.00%
BSEP inhibitior + 0.5689 56.89%
P-glycoprotein inhibitior + 0.7240 72.40%
P-glycoprotein substrate - 0.5655 56.55%
CYP3A4 substrate + 0.7151 71.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8687 86.87%
CYP3A4 inhibition - 0.7708 77.08%
CYP2C9 inhibition - 0.7891 78.91%
CYP2C19 inhibition - 0.9175 91.75%
CYP2D6 inhibition - 0.9430 94.30%
CYP1A2 inhibition - 0.8441 84.41%
CYP2C8 inhibition + 0.6036 60.36%
CYP inhibitory promiscuity - 0.9293 92.93%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6868 68.68%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9157 91.57%
Skin irritation + 0.5434 54.34%
Skin corrosion - 0.9407 94.07%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7450 74.50%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6302 63.02%
skin sensitisation - 0.9183 91.83%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6995 69.95%
Acute Oral Toxicity (c) III 0.6943 69.43%
Estrogen receptor binding + 0.6384 63.84%
Androgen receptor binding + 0.7439 74.39%
Thyroid receptor binding - 0.5286 52.86%
Glucocorticoid receptor binding + 0.7107 71.07%
Aromatase binding + 0.7133 71.33%
PPAR gamma + 0.6619 66.19%
Honey bee toxicity - 0.6428 64.28%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9750 97.50%

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 99.21% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.23% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.97% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.98% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.25% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.83% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.58% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.50% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 85.90% 92.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.01% 96.61%
CHEMBL4208 P20618 Proteasome component C5 84.97% 90.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.82% 97.79%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.85% 96.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.72% 85.14%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.08% 97.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.03% 86.92%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.24% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.08% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.52% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.14% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.14% 96.77%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.02% 96.21%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.47% 99.23%

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 21626464
LOTUS LTS0222738
wikiData Q105279573