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(3S,7R,8R,9S,10S,13R,14S,17R)-7-methoxy-17-[(E,2R)-6-methoxy-6-methylhept-4-en-2-yl]-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-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 ee112dd7-75b6-44ff-9543-e530cdaa9a59
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name (3S,7R,8R,9S,10S,13R,14S,17R)-7-methoxy-17-[(E,2R)-6-methoxy-6-methylhept-4-en-2-yl]-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES (Canonical) CC(CC=CC(C)(C)OC)C1CCC2(C1(CCC3(C2C(C=C4C3CCC(C4(C)C)O)OC)C)C)C
SMILES (Isomeric) C[C@H](C/C=C/C(C)(C)OC)[C@H]1CC[C@@]2([C@@]1(CC[C@@]3([C@H]2[C@@H](C=C4[C@H]3CC[C@@H](C4(C)C)O)OC)C)C)C
InChI InChI=1S/C32H54O3/c1-21(12-11-16-28(2,3)35-10)22-15-17-32(8)27-25(34-9)20-24-23(13-14-26(33)29(24,4)5)30(27,6)18-19-31(22,32)7/h11,16,20-23,25-27,33H,12-15,17-19H2,1-10H3/b16-11+/t21-,22-,23-,25-,26+,27-,30+,31-,32+/m1/s1
InChI Key OJXKMMLNVLFMJM-YZPALUQZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H54O3
Molecular Weight 486.80 g/mol
Exact Mass 486.40729558 g/mol
Topological Polar Surface Area (TPSA) 38.70 Ų
XlogP 7.30
Atomic LogP (AlogP) 7.58
H-Bond Acceptor 3
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 (3S,7R,8R,9S,10S,13R,14S,17R)-7-methoxy-17-[(E,2R)-6-methoxy-6-methylhept-4-en-2-yl]-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.6332 63.32%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7163 71.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8181 81.81%
OATP1B3 inhibitior + 0.9425 94.25%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8071 80.71%
P-glycoprotein inhibitior + 0.6503 65.03%
P-glycoprotein substrate + 0.5149 51.49%
CYP3A4 substrate + 0.6867 68.67%
CYP2C9 substrate - 0.6150 61.50%
CYP2D6 substrate - 0.7299 72.99%
CYP3A4 inhibition - 0.8047 80.47%
CYP2C9 inhibition - 0.8055 80.55%
CYP2C19 inhibition - 0.8499 84.99%
CYP2D6 inhibition - 0.9527 95.27%
CYP1A2 inhibition - 0.9432 94.32%
CYP2C8 inhibition - 0.6471 64.71%
CYP inhibitory promiscuity - 0.7406 74.06%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6101 61.01%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9490 94.90%
Skin irritation - 0.5513 55.13%
Skin corrosion - 0.9665 96.65%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7030 70.30%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6196 61.96%
skin sensitisation - 0.6145 61.45%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8730 87.30%
Acute Oral Toxicity (c) III 0.3339 33.39%
Estrogen receptor binding + 0.7874 78.74%
Androgen receptor binding + 0.7262 72.62%
Thyroid receptor binding + 0.6517 65.17%
Glucocorticoid receptor binding + 0.7817 78.17%
Aromatase binding + 0.6854 68.54%
PPAR gamma + 0.6080 60.80%
Honey bee toxicity - 0.7544 75.44%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9800 98.00%

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 98.71% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.04% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.88% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.82% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.78% 95.89%
CHEMBL2581 P07339 Cathepsin D 91.58% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.21% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.43% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.21% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.65% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.88% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 85.00% 94.75%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.69% 91.03%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.88% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.66% 93.00%
CHEMBL5028 O14672 ADAM10 82.09% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.03% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.87% 100.00%
CHEMBL1871 P10275 Androgen Receptor 81.71% 96.43%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.18% 96.61%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.13% 97.28%

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 163037101
LOTUS LTS0124335
wikiData Q105193367