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Cucurbitacin S

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 89cd74d9-6a76-4d03-a9f1-ab49af8e01bd
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 11-oxosteroids
IUPAC Name (1S,2S,4R,6S,9S,10R,11R,14R,15R)-17-hydroxy-6-(2-hydroxypropan-2-yl)-2,9,11,14,19,19-hexamethyl-5-oxapentacyclo[12.8.0.02,11.04,10.015,20]docosa-16,20-diene-8,13,18-trione
SMILES (Canonical) CC1C2C(CC3(C2(CC(=O)C4(C3CC=C5C4C=C(C(=O)C5(C)C)O)C)C)C)OC(CC1=O)C(C)(C)O
SMILES (Isomeric) C[C@H]1[C@H]2[C@@H](C[C@@]3([C@@]2(CC(=O)[C@@]4([C@H]3CC=C5[C@H]4C=C(C(=O)C5(C)C)O)C)C)C)O[C@@H](CC1=O)C(C)(C)O
InChI InChI=1S/C30H42O6/c1-15-18(31)12-23(27(4,5)35)36-20-13-28(6)21-10-9-16-17(11-19(32)25(34)26(16,2)3)30(21,8)22(33)14-29(28,7)24(15)20/h9,11,15,17,20-21,23-24,32,35H,10,12-14H2,1-8H3/t15-,17-,20-,21+,23+,24+,28+,29-,30+/m1/s1
InChI Key MBYLRWSUZLFUTO-PQNVQGKDSA-N
Popularity 176 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O6
Molecular Weight 498.60 g/mol
Exact Mass 498.29813906 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 4.74
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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Cucurbitacins
60137-06-6
(1S,2S,4R,6S,9S,10R,11R,14R,15R)-17-hydroxy-6-(2-hydroxypropan-2-yl)-2,9,11,14,19,19-hexamethyl-5-oxapentacyclo[12.8.0.02,11.04,10.015,20]docosa-16,20-diene-8,13,18-trione
CHEBI:3953
DTXSID80975565
LMST01010116
AKOS037514602
FS-7050
19-Norlanosta-1,5-diene-3,11,22-trione, 16,24-epoxy-2,25-dihydroxy-9-methyl-, (9beta,10alpha,16alpha,24S)-
C08806
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Cucurbitacin S

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9951 99.51%
Caco-2 - 0.6382 63.82%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7337 73.37%
OATP2B1 inhibitior - 0.8594 85.94%
OATP1B1 inhibitior + 0.8514 85.14%
OATP1B3 inhibitior + 0.9215 92.15%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7564 75.64%
BSEP inhibitior - 0.5921 59.21%
P-glycoprotein inhibitior + 0.6100 61.00%
P-glycoprotein substrate - 0.5662 56.62%
CYP3A4 substrate + 0.6847 68.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8858 88.58%
CYP3A4 inhibition - 0.7946 79.46%
CYP2C9 inhibition - 0.8045 80.45%
CYP2C19 inhibition - 0.8834 88.34%
CYP2D6 inhibition - 0.9559 95.59%
CYP1A2 inhibition - 0.8010 80.10%
CYP2C8 inhibition + 0.4728 47.28%
CYP inhibitory promiscuity - 0.8919 89.19%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5412 54.12%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9209 92.09%
Skin irritation - 0.5364 53.64%
Skin corrosion - 0.9327 93.27%
Ames mutagenesis - 0.6344 63.44%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.6158 61.58%
skin sensitisation - 0.7089 70.89%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.6831 68.31%
Acute Oral Toxicity (c) I 0.3348 33.48%
Estrogen receptor binding + 0.7574 75.74%
Androgen receptor binding + 0.7030 70.30%
Thyroid receptor binding + 0.7094 70.94%
Glucocorticoid receptor binding + 0.8158 81.58%
Aromatase binding + 0.8204 82.04%
PPAR gamma + 0.5701 57.01%
Honey bee toxicity - 0.8216 82.16%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9944 99.44%

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 98.95% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.70% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.82% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.65% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.91% 96.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.04% 93.04%
CHEMBL3401 O75469 Pregnane X receptor 88.94% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.56% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.46% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.37% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.32% 97.09%
CHEMBL2581 P07339 Cathepsin D 87.84% 98.95%
CHEMBL3714531 Q6P988 Palmitoleoyl-protein carboxylesterase NOTUM 87.73% 97.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.18% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.20% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.56% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.35% 94.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.75% 97.33%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 80.71% 85.11%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.20% 100.00%

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.
Cucurbita foetidissima

Cross-Links

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PubChem 119287
LOTUS LTS0047330
wikiData Q27106271