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(1S,4S,5S,8R,9R,12S,13S,16S,19R)-19-methoxy-8-[(E,2R)-6-methoxy-6-methylhept-4-en-2-yl]-5,9,17,17-tetramethyl-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 4cfaf90b-6599-4fa8-a492-11ea0f20002c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name (1S,4S,5S,8R,9R,12S,13S,16S,19R)-19-methoxy-8-[(E,2R)-6-methoxy-6-methylhept-4-en-2-yl]-5,9,17,17-tetramethyl-18-oxapentacyclo[10.5.2.01,13.04,12.05,9]nonadec-2-en-16-ol
SMILES (Canonical) CC(CC=CC(C)(C)OC)C1CCC2(C1(CCC34C2C=CC5(C3CCC(C5(C)C)O)OC4OC)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)O[C@H]4OC)C)C
InChI InChI=1S/C32H52O4/c1-21(11-10-16-27(2,3)35-9)22-14-17-30(7)23-15-18-32-24(12-13-25(33)28(32,4)5)31(23,26(34-8)36-32)20-19-29(22,30)6/h10,15-16,18,21-26,33H,11-14,17,19-20H2,1-9H3/b16-10+/t21-,22-,23+,24+,25+,26-,29-,30+,31+,32+/m1/s1
InChI Key PCHCXXYKHCXPSQ-CDXMEHIVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H52O4
Molecular Weight 500.80 g/mol
Exact Mass 500.38656014 g/mol
Topological Polar Surface Area (TPSA) 47.90 Ų
XlogP 6.70
Atomic LogP (AlogP) 6.92
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 6

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-8-[(E,2R)-6-methoxy-6-methylhept-4-en-2-yl]-5,9,17,17-tetramethyl-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 + 0.9895 98.95%
Caco-2 - 0.6527 65.27%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5526 55.26%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8343 83.43%
OATP1B3 inhibitior + 0.8219 82.19%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8804 88.04%
P-glycoprotein inhibitior + 0.6636 66.36%
P-glycoprotein substrate + 0.5842 58.42%
CYP3A4 substrate + 0.6952 69.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7855 78.55%
CYP3A4 inhibition - 0.6990 69.90%
CYP2C9 inhibition - 0.7028 70.28%
CYP2C19 inhibition - 0.7697 76.97%
CYP2D6 inhibition - 0.9606 96.06%
CYP1A2 inhibition - 0.8430 84.30%
CYP2C8 inhibition + 0.5595 55.95%
CYP inhibitory promiscuity - 0.8926 89.26%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6490 64.90%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9456 94.56%
Skin irritation - 0.6342 63.42%
Skin corrosion - 0.9354 93.54%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8028 80.28%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8116 81.16%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.7850 78.50%
Acute Oral Toxicity (c) I 0.4265 42.65%
Estrogen receptor binding + 0.8464 84.64%
Androgen receptor binding + 0.7603 76.03%
Thyroid receptor binding + 0.6703 67.03%
Glucocorticoid receptor binding + 0.7358 73.58%
Aromatase binding + 0.7520 75.20%
PPAR gamma + 0.6389 63.89%
Honey bee toxicity - 0.6637 66.37%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6200 62.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.97% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.41% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.99% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.57% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.02% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.60% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 92.30% 97.79%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.48% 96.61%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.07% 91.07%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 89.61% 92.88%
CHEMBL2179 P04062 Beta-glucocerebrosidase 88.97% 85.31%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.48% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.40% 97.09%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 86.14% 91.03%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.82% 97.28%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.70% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.97% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.50% 92.62%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.67% 91.24%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.39% 100.00%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 83.36% 87.16%
CHEMBL299 P17252 Protein kinase C alpha 82.15% 98.03%
CHEMBL2094135 Q96BI3 Gamma-secretase 82.12% 98.05%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.07% 95.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.45% 95.56%
CHEMBL5555 O00767 Acyl-CoA desaturase 81.19% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.24% 95.50%

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 162951110
LOTUS LTS0270759
wikiData Q105205723