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(9R,13R,14S,17R)-17-[(1R)-5-hydroxy-1,5-dimethyl-3-oxo-hexyl]-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 c4055c3e-8f1a-46ce-ba33-6b7f6d438076
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name (9R,13R,14S,17R)-17-[(2R)-6-hydroxy-6-methyl-4-oxoheptan-2-yl]-4,4,13,14-tetramethyl-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/C30H44O5/c1-18(14-19(32)16-26(2,3)35)20-10-11-29(7)25-23(33)15-22-21(8-9-24(34)27(22,4)5)30(25,17-31)13-12-28(20,29)6/h15,17-18,20-21,25,35H,8-14,16H2,1-7H3/t18-,20-,21?,25?,28-,29+,30-/m1/s1
InChI Key WNMQUAQQKAOULJ-HBLDFKIDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H44O5
Molecular Weight 484.70 g/mol
Exact Mass 484.31887450 g/mol
Topological Polar Surface Area (TPSA) 88.50 Ų
XlogP 3.30
Atomic LogP (AlogP) 5.28
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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(8xi,9beta)-25-Hydroxy-10,14-dimethyl-1,7,23-trioxo-4,9-cyclo-9,10-secocholest-5-ene-9-carbaldehyde
(9R,13R,14S,17R)-17-[(1R)-5-hydroxy-1,5-dimethyl-3-oxo-hexyl]-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)-5-hydroxy-1,5-dimethyl-3-oxo-hexyl]-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 + 0.9956 99.56%
Caco-2 - 0.5646 56.46%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7878 78.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8157 81.57%
OATP1B3 inhibitior + 0.9307 93.07%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9111 91.11%
P-glycoprotein inhibitior + 0.6760 67.60%
P-glycoprotein substrate + 0.6200 62.00%
CYP3A4 substrate + 0.6793 67.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8907 89.07%
CYP3A4 inhibition - 0.8015 80.15%
CYP2C9 inhibition - 0.9083 90.83%
CYP2C19 inhibition - 0.9253 92.53%
CYP2D6 inhibition - 0.9651 96.51%
CYP1A2 inhibition - 0.9172 91.72%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.8741 87.41%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6318 63.18%
Eye corrosion - 0.9942 99.42%
Eye irritation - 0.9255 92.55%
Skin irritation + 0.7385 73.85%
Skin corrosion - 0.9416 94.16%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7969 79.69%
Micronuclear - 0.8500 85.00%
Hepatotoxicity + 0.6219 62.19%
skin sensitisation - 0.7275 72.75%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7111 71.11%
Acute Oral Toxicity (c) I 0.6392 63.92%
Estrogen receptor binding + 0.7635 76.35%
Androgen receptor binding + 0.7376 73.76%
Thyroid receptor binding + 0.6904 69.04%
Glucocorticoid receptor binding + 0.8477 84.77%
Aromatase binding + 0.7829 78.29%
PPAR gamma + 0.6436 64.36%
Honey bee toxicity - 0.8139 81.39%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9946 99.46%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.82% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.28% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.98% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.64% 98.95%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 93.92% 94.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.60% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.33% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.51% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.24% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.27% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.18% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.27% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.26% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 82.92% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.78% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.62% 93.04%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.40% 96.38%
CHEMBL5028 O14672 ADAM10 81.20% 97.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.93% 98.75%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.12% 89.34%

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 49768544
LOTUS LTS0244449
wikiData Q105309161