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(3S,7S,8S,9R,10R,13R,14S,17R)-3-hydroxy-7-methoxy-4,4,13,14-tetramethyl-17-[(2R,4E)-6-methylhepta-4,6-dien-2-yl]-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-9-carbaldehyde

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 226bfec5-82e1-4d71-96e4-d36c0e32761f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name (3S,7S,8S,9R,10R,13R,14S,17R)-3-hydroxy-7-methoxy-4,4,13,14-tetramethyl-17-[(2R,4E)-6-methylhepta-4,6-dien-2-yl]-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-9-carbaldehyde
SMILES (Canonical) CC(CC=CC(=C)C)C1CCC2(C1(CCC3(C2C(C=C4C3CCC(C4(C)C)O)OC)C=O)C)C
SMILES (Isomeric) C[C@H](C/C=C/C(=C)C)[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=O)C)C
InChI InChI=1S/C31H48O3/c1-20(2)10-9-11-21(3)22-14-15-30(7)27-25(34-8)18-24-23(12-13-26(33)28(24,4)5)31(27,19-32)17-16-29(22,30)6/h9-10,18-19,21-23,25-27,33H,1,11-17H2,2-8H3/b10-9+/t21-,22-,23-,25+,26+,27+,29-,30+,31-/m1/s1
InChI Key WZZAXQGYJDXEDP-UJBPRPQUSA-N
Popularity 1 reference 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) 46.50 Ų
XlogP 7.00
Atomic LogP (AlogP) 6.91
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,7S,8S,9R,10R,13R,14S,17R)-3-hydroxy-7-methoxy-4,4,13,14-tetramethyl-17-[(2R,4E)-6-methylhepta-4,6-dien-2-yl]-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-9-carbaldehyde

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 - 0.5993 59.93%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7955 79.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8215 82.15%
OATP1B3 inhibitior + 0.8698 86.98%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9204 92.04%
P-glycoprotein inhibitior + 0.6350 63.50%
P-glycoprotein substrate + 0.6269 62.69%
CYP3A4 substrate + 0.6838 68.38%
CYP2C9 substrate - 0.8153 81.53%
CYP2D6 substrate - 0.7785 77.85%
CYP3A4 inhibition - 0.7354 73.54%
CYP2C9 inhibition - 0.7464 74.64%
CYP2C19 inhibition - 0.8339 83.39%
CYP2D6 inhibition - 0.9561 95.61%
CYP1A2 inhibition - 0.9380 93.80%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.8301 83.01%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6049 60.49%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9484 94.84%
Skin irritation - 0.5230 52.30%
Skin corrosion - 0.9630 96.30%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8608 86.08%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6871 68.71%
skin sensitisation - 0.6363 63.63%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.6987 69.87%
Acute Oral Toxicity (c) III 0.3403 34.03%
Estrogen receptor binding + 0.8579 85.79%
Androgen receptor binding + 0.7431 74.31%
Thyroid receptor binding + 0.7312 73.12%
Glucocorticoid receptor binding + 0.7869 78.69%
Aromatase binding + 0.7041 70.41%
PPAR gamma + 0.6470 64.70%
Honey bee toxicity - 0.7500 75.00%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6355 63.55%
Fish aquatic toxicity + 0.9932 99.32%

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 98.14% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.78% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 92.86% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.79% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.51% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.17% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.39% 91.07%
CHEMBL221 P23219 Cyclooxygenase-1 85.83% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.09% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.57% 93.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.44% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.12% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 83.88% 91.49%
CHEMBL2581 P07339 Cathepsin D 83.20% 98.95%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.18% 97.28%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.12% 82.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.95% 95.89%
CHEMBL5028 O14672 ADAM10 80.75% 97.50%

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 11167279
LOTUS LTS0263536
wikiData Q105323700