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(1S,4S,5S,8R,9R,12S,13S,16S,19R)-19-methoxy-5,9,17,17-tetramethyl-8-[(2R,4E)-6-methylhepta-4,6-dien-2-yl]-18-oxapentacyclo[10.5.2.01,13.04,12.05,9]nonadec-2-en-16-ol

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 f4041ae0-537a-4cbc-b4db-f1687d156a54
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name (1S,4S,5S,8R,9R,12S,13S,16S,19R)-19-methoxy-5,9,17,17-tetramethyl-8-[(2R,4E)-6-methylhepta-4,6-dien-2-yl]-18-oxapentacyclo[10.5.2.01,13.04,12.05,9]nonadec-2-en-16-ol
SMILES (Canonical) CC(CC=CC(=C)C)C1CCC2(C1(CCC34C2C=CC5(C3CCC(C5(C)C)O)OC4OC)C)C
SMILES (Isomeric) C[C@H](C/C=C/C(=C)C)[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)O[C@H]4OC)C)C
InChI InChI=1S/C31H48O3/c1-20(2)10-9-11-21(3)22-14-16-29(7)23-15-17-31-24(12-13-25(32)27(31,4)5)30(23,26(33-8)34-31)19-18-28(22,29)6/h9-10,15,17,21-26,32H,1,11-14,16,18-19H2,2-8H3/b10-9+/t21-,22-,23+,24+,25+,26-,28-,29+,30+,31+/m1/s1
InChI Key WCMMZXFPTXDTOT-MNSHDZFYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H48O3
Molecular Weight 468.70 g/mol
Exact Mass 468.36034539 g/mol
Topological Polar Surface Area (TPSA) 38.70 Ų
XlogP 7.90
Atomic LogP (AlogP) 7.07
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,4S,5S,8R,9R,12S,13S,16S,19R)-19-methoxy-5,9,17,17-tetramethyl-8-[(2R,4E)-6-methylhepta-4,6-dien-2-yl]-18-oxapentacyclo[10.5.2.01,13.04,12.05,9]nonadec-2-en-16-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9936 99.36%
Caco-2 - 0.6388 63.88%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.5519 55.19%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8470 84.70%
OATP1B3 inhibitior + 0.8276 82.76%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.7401 74.01%
P-glycoprotein inhibitior - 0.4392 43.92%
P-glycoprotein substrate + 0.5749 57.49%
CYP3A4 substrate + 0.6856 68.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7990 79.90%
CYP3A4 inhibition - 0.5161 51.61%
CYP2C9 inhibition - 0.5945 59.45%
CYP2C19 inhibition - 0.6369 63.69%
CYP2D6 inhibition - 0.9465 94.65%
CYP1A2 inhibition - 0.7299 72.99%
CYP2C8 inhibition + 0.5926 59.26%
CYP inhibitory promiscuity - 0.7946 79.46%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6233 62.33%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9549 95.49%
Skin irritation - 0.6248 62.48%
Skin corrosion - 0.9374 93.74%
Ames mutagenesis - 0.5370 53.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8951 89.51%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6031 60.31%
skin sensitisation - 0.7178 71.78%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7682 76.82%
Acute Oral Toxicity (c) I 0.4433 44.33%
Estrogen receptor binding + 0.8625 86.25%
Androgen receptor binding + 0.7516 75.16%
Thyroid receptor binding + 0.6950 69.50%
Glucocorticoid receptor binding + 0.7610 76.10%
Aromatase binding + 0.7580 75.80%
PPAR gamma + 0.6704 67.04%
Honey bee toxicity - 0.6459 64.59%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9894 98.94%

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%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.52% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.57% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.03% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 91.88% 91.49%
CHEMBL2581 P07339 Cathepsin D 89.55% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.28% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.98% 86.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.60% 97.28%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.08% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.06% 96.61%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.87% 92.62%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 84.52% 97.31%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.96% 92.88%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.95% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 83.38% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.09% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.02% 91.03%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.93% 91.24%
CHEMBL2996 Q05655 Protein kinase C delta 82.06% 97.79%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.87% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.84% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.37% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.83% 92.94%
CHEMBL5555 O00767 Acyl-CoA desaturase 80.17% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.00% 95.56%

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 163014062
LOTUS LTS0244273
wikiData Q105301886