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(1R,4S,5S,8R,9R,12S,13S,16S,19R)-19-methoxy-8-[(2R,4R)-4-methoxy-6-methylhept-5-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 d4f05aa6-ecea-4d3e-80c5-a70a7a82a4d1
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name (1R,4S,5S,8R,9R,12S,13S,16S,19R)-19-methoxy-8-[(2R,4R)-4-methoxy-6-methylhept-5-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(C=C(C)C)OC)C1CCC2(C1(CCC34C2C=CC5(C3CCC(C5(C)C)O)OC4OC)C)C
SMILES (Isomeric) C[C@H](C[C@H](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/c1-20(2)18-22(34-8)19-21(3)23-12-14-30(7)24-13-15-32-25(10-11-26(33)28(32,4)5)31(24,27(35-9)36-32)17-16-29(23,30)6/h13,15,18,21-27,33H,10-12,14,16-17,19H2,1-9H3/t21-,22+,23-,24+,25+,26+,27-,29-,30+,31+,32-/m1/s1
InChI Key CRZHMFVUXYIFSA-ZUWLVCODSA-N
Popularity 1 reference 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 7.30
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 (1R,4S,5S,8R,9R,12S,13S,16S,19R)-19-methoxy-8-[(2R,4R)-4-methoxy-6-methylhept-5-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 + 0.9922 99.22%
Caco-2 - 0.6180 61.80%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5949 59.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8319 83.19%
OATP1B3 inhibitior + 0.8546 85.46%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7275 72.75%
P-glycoprotein inhibitior + 0.6678 66.78%
P-glycoprotein substrate + 0.6143 61.43%
CYP3A4 substrate + 0.6876 68.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7855 78.55%
CYP3A4 inhibition - 0.6003 60.03%
CYP2C9 inhibition - 0.6147 61.47%
CYP2C19 inhibition - 0.7472 74.72%
CYP2D6 inhibition - 0.9479 94.79%
CYP1A2 inhibition - 0.7699 76.99%
CYP2C8 inhibition + 0.6523 65.23%
CYP inhibitory promiscuity - 0.8154 81.54%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6297 62.97%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9431 94.31%
Skin irritation - 0.6059 60.59%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.5407 54.07%
Human Ether-a-go-go-Related Gene inhibition + 0.8130 81.30%
Micronuclear - 0.8000 80.00%
Hepatotoxicity + 0.5301 53.01%
skin sensitisation - 0.7768 77.68%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7200 72.00%
Acute Oral Toxicity (c) I 0.4615 46.15%
Estrogen receptor binding + 0.8111 81.11%
Androgen receptor binding + 0.7499 74.99%
Thyroid receptor binding + 0.6651 66.51%
Glucocorticoid receptor binding + 0.7702 77.02%
Aromatase binding + 0.7549 75.49%
PPAR gamma + 0.6521 65.21%
Honey bee toxicity - 0.6159 61.59%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9822 98.22%

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 98.75% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.52% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.19% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.05% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.70% 94.45%
CHEMBL3837 P07711 Cathepsin L 91.20% 96.61%
CHEMBL2996 Q05655 Protein kinase C delta 90.31% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.47% 97.09%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 86.93% 97.31%
CHEMBL1951 P21397 Monoamine oxidase A 85.66% 91.49%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 85.54% 87.16%
CHEMBL239 Q07869 Peroxisome proliferator-activated receptor alpha 84.30% 90.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.16% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.87% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.53% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.30% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.03% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.97% 85.31%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.85% 97.25%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.64% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.06% 91.07%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.40% 97.28%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.11% 99.17%
CHEMBL5406 Q86X55 Histone-arginine methyltransferase CARM1 80.75% 94.33%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.41% 98.05%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.33% 85.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.29% 92.88%

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 90677197
LOTUS LTS0037224
wikiData Q104969021