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(8S,9R,10R,13R,14S,16R,17R)-16-hydroxy-17-[(2R)-2-hydroxy-6-methyl-3-oxohept-6-en-2-yl]-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 e6b5e4a7-4a35-4dc7-9969-b1d2f85a7aad
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name (8S,9R,10R,13R,14S,16R,17R)-16-hydroxy-17-[(2R)-2-hydroxy-6-methyl-3-oxohept-6-en-2-yl]-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)
SMILES (Isomeric)
InChI InChI=1S/C36H52O11/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/h10,13,19-20,22-23,26-29,31,37-38,41-43,45H,1,9,11-12,14-16H2,2-8H3/t19-,20-,22-,23+,26-,27+,28-,29+,31-,33+,34-,35+,36+/m1/s1
InChI Key STJBLNHSRWHURW-SPXQYDGISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H52O11
Molecular Weight 660.80 g/mol
Exact Mass 660.35096247 g/mol
Topological Polar Surface Area (TPSA) 191.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 1.91
H-Bond Acceptor 11
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 (8S,9R,10R,13R,14S,16R,17R)-16-hydroxy-17-[(2R)-2-hydroxy-6-methyl-3-oxohept-6-en-2-yl]-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 + 0.8737 87.37%
Caco-2 - 0.8508 85.08%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8478 84.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8311 83.11%
OATP1B3 inhibitior + 0.7939 79.39%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6100 61.00%
BSEP inhibitior + 0.5769 57.69%
P-glycoprotein inhibitior + 0.7290 72.90%
P-glycoprotein substrate - 0.5609 56.09%
CYP3A4 substrate + 0.7122 71.22%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8875 88.75%
CYP3A4 inhibition - 0.6739 67.39%
CYP2C9 inhibition - 0.7566 75.66%
CYP2C19 inhibition - 0.8872 88.72%
CYP2D6 inhibition - 0.9419 94.19%
CYP1A2 inhibition - 0.8335 83.35%
CYP2C8 inhibition + 0.6421 64.21%
CYP inhibitory promiscuity - 0.9324 93.24%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7009 70.09%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9151 91.51%
Skin irritation + 0.5501 55.01%
Skin corrosion - 0.9381 93.81%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6773 67.73%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6871 68.71%
skin sensitisation - 0.9073 90.73%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.5693 56.93%
Acute Oral Toxicity (c) III 0.6990 69.90%
Estrogen receptor binding + 0.7159 71.59%
Androgen receptor binding + 0.7373 73.73%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7748 77.48%
Aromatase binding + 0.7110 71.10%
PPAR gamma + 0.6702 67.02%
Honey bee toxicity - 0.6536 65.36%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9873 98.73%

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 99.23% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.47% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.31% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.29% 85.14%
CHEMBL2581 P07339 Cathepsin D 96.18% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.90% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.41% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.57% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.59% 96.77%
CHEMBL3401 O75469 Pregnane X receptor 90.41% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.37% 95.56%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 85.98% 87.67%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.40% 100.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.06% 89.34%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.40% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.43% 91.07%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.88% 82.38%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 81.10% 94.01%
CHEMBL4208 P20618 Proteasome component C5 80.75% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.64% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.27% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.17% 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 tricuspidata

Cross-Links

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PubChem 6325474
LOTUS LTS0185281
wikiData Q105260282