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(3S,7R,8R,9S,10S,13R,14S,17R)-17-[(E,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-7-methoxy-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 ff1c5026-414c-44cc-bbaf-1260e150b4f3
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name (3S,7R,8R,9S,10S,13R,14S,17R)-17-[(E,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-7-methoxy-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)O)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)O)[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/C31H52O3/c1-20(11-10-15-27(2,3)33)21-14-16-31(8)26-24(34-9)19-23-22(12-13-25(32)28(23,4)5)29(26,6)17-18-30(21,31)7/h10,15,19-22,24-26,32-33H,11-14,16-18H2,1-9H3/b15-10+/t20-,21-,22-,24-,25+,26-,29+,30-,31+/m1/s1
InChI Key DOXNRZCBQJYCBO-YBKCLGSBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H52O3
Molecular Weight 472.70 g/mol
Exact Mass 472.39164552 g/mol
Topological Polar Surface Area (TPSA) 49.70 Ų
XlogP 6.80
Atomic LogP (AlogP) 6.93
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 5

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)-17-[(E,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-7-methoxy-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 + 0.9969 99.69%
Caco-2 - 0.5984 59.84%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7228 72.28%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8306 83.06%
OATP1B3 inhibitior + 0.9342 93.42%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7819 78.19%
P-glycoprotein inhibitior - 0.4416 44.16%
P-glycoprotein substrate - 0.5374 53.74%
CYP3A4 substrate + 0.6868 68.68%
CYP2C9 substrate - 0.7713 77.13%
CYP2D6 substrate - 0.7662 76.62%
CYP3A4 inhibition - 0.8052 80.52%
CYP2C9 inhibition - 0.7676 76.76%
CYP2C19 inhibition - 0.7792 77.92%
CYP2D6 inhibition - 0.9367 93.67%
CYP1A2 inhibition - 0.8715 87.15%
CYP2C8 inhibition - 0.6178 61.78%
CYP inhibitory promiscuity - 0.5713 57.13%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6301 63.01%
Eye corrosion - 0.9936 99.36%
Eye irritation - 0.9527 95.27%
Skin irritation - 0.5241 52.41%
Skin corrosion - 0.9606 96.06%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7918 79.18%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6446 64.46%
skin sensitisation - 0.6650 66.50%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8798 87.98%
Acute Oral Toxicity (c) III 0.5002 50.02%
Estrogen receptor binding + 0.8122 81.22%
Androgen receptor binding + 0.7176 71.76%
Thyroid receptor binding + 0.7054 70.54%
Glucocorticoid receptor binding + 0.7738 77.38%
Aromatase binding + 0.6787 67.87%
PPAR gamma + 0.6143 61.43%
Honey bee toxicity - 0.7660 76.60%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9835 98.35%

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 98.84% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.01% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.68% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.76% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.99% 95.89%
CHEMBL2581 P07339 Cathepsin D 90.70% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.05% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.66% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.39% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.27% 97.09%
CHEMBL1977 P11473 Vitamin D receptor 86.94% 99.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.62% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.40% 93.00%
CHEMBL4040 P28482 MAP kinase ERK2 83.96% 83.82%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.74% 91.03%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.88% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.76% 100.00%
CHEMBL1871 P10275 Androgen Receptor 82.17% 96.43%
CHEMBL5028 O14672 ADAM10 82.09% 97.50%
CHEMBL1937 Q92769 Histone deacetylase 2 81.61% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.11% 100.00%

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 162931857
LOTUS LTS0271661
wikiData Q104986309