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(1R,4S,5S,8R,9R,12S,13S,16S)-8-[(E,2R)-6-methoxy-6-methylhept-4-en-2-yl]-5,9,17,17-tetramethyl-16-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-18-oxapentacyclo[10.5.2.01,13.04,12.05,9]nonadec-2-en-19-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 93b9fbfe-09ea-4eff-add1-e35e79d10905
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (1R,4S,5S,8R,9R,12S,13S,16S)-8-[(E,2R)-6-methoxy-6-methylhept-4-en-2-yl]-5,9,17,17-tetramethyl-16-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-18-oxapentacyclo[10.5.2.01,13.04,12.05,9]nonadec-2-en-19-one
SMILES (Canonical) CC(CC=CC(C)(C)OC)C1CCC2(C1(CCC34C2C=CC5(C3CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)OC4=O)C)C
SMILES (Isomeric) C[C@H](C/C=C/C(C)(C)OC)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2C=C[C@]5([C@H]3CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@@H]([C@@H]([C@H](O6)CO)O)O)O)OC4=O)C)C
InChI InChI=1S/C37H58O9/c1-21(10-9-15-32(2,3)43-8)22-13-16-35(7)24-14-17-37-25(36(24,31(42)46-37)19-18-34(22,35)6)11-12-26(33(37,4)5)45-30-29(41)28(40)27(39)23(20-38)44-30/h9,14-15,17,21-30,38-41H,10-13,16,18-20H2,1-8H3/b15-9+/t21-,22-,23-,24+,25+,26+,27-,28-,29-,30+,34-,35+,36+,37-/m1/s1
InChI Key GSYDZFQSEKECLN-WOAHVHCUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H58O9
Molecular Weight 646.80 g/mol
Exact Mass 646.40808342 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.30
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4S,5S,8R,9R,12S,13S,16S)-8-[(E,2R)-6-methoxy-6-methylhept-4-en-2-yl]-5,9,17,17-tetramethyl-16-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-18-oxapentacyclo[10.5.2.01,13.04,12.05,9]nonadec-2-en-19-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7351 73.51%
Caco-2 - 0.8501 85.01%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7844 78.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8243 82.43%
OATP1B3 inhibitior + 0.8821 88.21%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8127 81.27%
P-glycoprotein inhibitior + 0.7559 75.59%
P-glycoprotein substrate + 0.5175 51.75%
CYP3A4 substrate + 0.7198 71.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8591 85.91%
CYP3A4 inhibition - 0.9141 91.41%
CYP2C9 inhibition - 0.8108 81.08%
CYP2C19 inhibition - 0.8598 85.98%
CYP2D6 inhibition - 0.9452 94.52%
CYP1A2 inhibition - 0.8881 88.81%
CYP2C8 inhibition + 0.6098 60.98%
CYP inhibitory promiscuity - 0.9176 91.76%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6441 64.41%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9231 92.31%
Skin irritation - 0.6668 66.68%
Skin corrosion - 0.9427 94.27%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7263 72.63%
Micronuclear - 0.8900 89.00%
Hepatotoxicity + 0.5224 52.24%
skin sensitisation - 0.9082 90.82%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.5920 59.20%
Acute Oral Toxicity (c) I 0.4356 43.56%
Estrogen receptor binding + 0.6827 68.27%
Androgen receptor binding + 0.7526 75.26%
Thyroid receptor binding - 0.4945 49.45%
Glucocorticoid receptor binding + 0.7400 74.00%
Aromatase binding + 0.6719 67.19%
PPAR gamma + 0.6752 67.52%
Honey bee toxicity - 0.6642 66.42%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9401 94.01%

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 98.41% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.67% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.18% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.55% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.27% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.01% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.77% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.72% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.80% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.64% 97.14%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.76% 92.88%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.10% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.05% 86.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.34% 97.28%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.32% 91.07%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.97% 97.36%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.85% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.66% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.53% 93.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.37% 92.62%
CHEMBL5555 O00767 Acyl-CoA desaturase 82.54% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.52% 91.24%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.85% 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.
Momordica charantia

Cross-Links

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PubChem 46210304
LOTUS LTS0097367
wikiData Q105018238