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(8S,9R,10R,13R,14S,16R,17R)-17-[(2S)-2,6-dihydroxy-6-methyl-3-oxoheptan-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-8,10,12,15,16,17-hexahydro-7H-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 7f70c235-7ff2-4388-9a75-d80c0e45d67c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (8S,9R,10R,13R,14S,16R,17R)-17-[(2S)-2,6-dihydroxy-6-methyl-3-oxoheptan-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-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthrene-3,11-dione
SMILES (Canonical) CC1(C2=CCC3C4(CC(C(C4(CC(=O)C3(C2C=C(C1=O)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)(C(=O)CCC(C)(C)O)O)O)C)C
SMILES (Isomeric) C[C@@]12C[C@H]([C@@H]([C@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3C=C(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@@](C)(C(=O)CCC(C)(C)O)O)O
InChI InChI=1S/C36H54O12/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/h9,13,18-19,21-22,25-28,30,37-38,41-43,45-46H,10-12,14-16H2,1-8H3/t18-,19-,21-,22+,25-,26+,27-,28+,30-,33+,34-,35+,36-/m1/s1
InChI Key QCAZYVAEXLGYLV-FQBWLROLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H54O12
Molecular Weight 678.80 g/mol
Exact Mass 678.36152715 g/mol
Topological Polar Surface Area (TPSA) 211.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.10
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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CHEMBL449483
BDBM50370694

2D Structure

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2D Structure of (8S,9R,10R,13R,14S,16R,17R)-17-[(2S)-2,6-dihydroxy-6-methyl-3-oxoheptan-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-8,10,12,15,16,17-hexahydro-7H-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 + 0.8868 88.68%
Caco-2 - 0.8526 85.26%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8704 87.04%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8366 83.66%
OATP1B3 inhibitior + 0.8029 80.29%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5600 56.00%
BSEP inhibitior + 0.5912 59.12%
P-glycoprotein inhibitior + 0.7399 73.99%
P-glycoprotein substrate - 0.5877 58.77%
CYP3A4 substrate + 0.7008 70.08%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8875 88.75%
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 + 0.6100 61.00%
CYP inhibitory promiscuity - 0.9293 92.93%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6868 68.68%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9139 91.39%
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 + 0.6475 64.75%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6940 69.40%
skin sensitisation - 0.9183 91.83%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.6023 60.23%
Acute Oral Toxicity (c) III 0.6943 69.43%
Estrogen receptor binding + 0.6918 69.18%
Androgen receptor binding + 0.7399 73.99%
Thyroid receptor binding - 0.4909 49.09%
Glucocorticoid receptor binding + 0.7571 75.71%
Aromatase binding + 0.7100 71.00%
PPAR gamma + 0.6761 67.61%
Honey bee toxicity - 0.6870 68.70%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5600 56.00%
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 99.16% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.32% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.12% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.85% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.42% 96.61%
CHEMBL2581 P07339 Cathepsin D 94.35% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.72% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.32% 94.45%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 89.86% 87.67%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.66% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.32% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 87.85% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.43% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.92% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.74% 100.00%
CHEMBL4208 P20618 Proteasome component C5 82.82% 90.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.77% 82.38%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.73% 89.34%
CHEMBL5255 O00206 Toll-like receptor 4 81.19% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.09% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.88% 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.
Trichosanthes scabra

Cross-Links

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PubChem 44584115
NPASS NPC42675