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(9R,13R,14S,17R)-17-[(1R)-1,5-dimethyl-3-oxo-hex-4-enyl]-4,4,13,14-tetramethyl-3,7-dioxo-2,8,10,11,12,15,16,17-octahydro-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 6ca8e6c7-5c8d-42c6-b56c-36adc19d46a9
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name (9R,13R,14S,17R)-4,4,13,14-tetramethyl-17-[(2R)-6-methyl-4-oxohept-5-en-2-yl]-3,7-dioxo-2,8,10,11,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-9-carbaldehyde
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H42O4/c1-18(2)14-20(32)15-19(3)21-10-11-29(7)26-24(33)16-23-22(8-9-25(34)27(23,4)5)30(26,17-31)13-12-28(21,29)6/h14,16-17,19,21-22,26H,8-13,15H2,1-7H3/t19-,21-,22?,26?,28-,29+,30-/m1/s1
InChI Key CBPWOYOGFQWLKF-BJLILWRPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H42O4
Molecular Weight 466.70 g/mol
Exact Mass 466.30830982 g/mol
Topological Polar Surface Area (TPSA) 68.30 Ų
XlogP 4.90
Atomic LogP (AlogP) 6.08
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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(8xi,9beta)-10,14-Dimethyl-1,7,23-trioxo-4,9-cyclo-9,10-secocholesta-5,24-diene-9-carbaldehyde
(9R,13R,14S,17R)-17-[(1R)-1,5-dimethyl-3-oxo-hex-4-enyl]-4,4,13,14-tetramethyl-3,7-dioxo-2,8,10,11,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-9-carbaldehyde

2D Structure

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2D Structure of (9R,13R,14S,17R)-17-[(1R)-1,5-dimethyl-3-oxo-hex-4-enyl]-4,4,13,14-tetramethyl-3,7-dioxo-2,8,10,11,12,15,16,17-octahydro-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 + 0.9964 99.64%
Caco-2 - 0.5558 55.58%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7908 79.08%
OATP2B1 inhibitior - 0.8621 86.21%
OATP1B1 inhibitior + 0.8108 81.08%
OATP1B3 inhibitior + 0.9299 92.99%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.9255 92.55%
P-glycoprotein inhibitior + 0.8068 80.68%
P-glycoprotein substrate + 0.6363 63.63%
CYP3A4 substrate + 0.6711 67.11%
CYP2C9 substrate - 0.8329 83.29%
CYP2D6 substrate - 0.8689 86.89%
CYP3A4 inhibition - 0.8170 81.70%
CYP2C9 inhibition - 0.8591 85.91%
CYP2C19 inhibition - 0.9106 91.06%
CYP2D6 inhibition - 0.9614 96.14%
CYP1A2 inhibition - 0.9440 94.40%
CYP2C8 inhibition + 0.4730 47.30%
CYP inhibitory promiscuity - 0.7576 75.76%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6303 63.03%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9424 94.24%
Skin irritation + 0.5638 56.38%
Skin corrosion - 0.9583 95.83%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8022 80.22%
Micronuclear - 0.8200 82.00%
Hepatotoxicity + 0.6416 64.16%
skin sensitisation + 0.5223 52.23%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.5841 58.41%
Acute Oral Toxicity (c) III 0.7902 79.02%
Estrogen receptor binding + 0.7812 78.12%
Androgen receptor binding + 0.7637 76.37%
Thyroid receptor binding + 0.7248 72.48%
Glucocorticoid receptor binding + 0.8592 85.92%
Aromatase binding + 0.7608 76.08%
PPAR gamma + 0.6576 65.76%
Honey bee toxicity - 0.7964 79.64%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9967 99.67%

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 97.63% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.22% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.95% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.86% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 90.18% 90.17%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 89.74% 94.78%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.37% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.85% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.55% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.88% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.32% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.07% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.80% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.61% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.58% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.19% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.10% 93.00%
CHEMBL5028 O14672 ADAM10 81.00% 97.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.54% 82.69%

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 49768551
LOTUS LTS0140600
wikiData Q104952638