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(8R,9S,10S,13R,14S,17R)-17-[(E,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-4,4,9,13,14-pentamethyl-2,8,10,11,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,7-dione

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 41c0a77a-124b-4e44-a209-209e9aae9464
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name (8R,9S,10S,13R,14S,17R)-17-[(E,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-4,4,9,13,14-pentamethyl-2,8,10,11,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,7-dione
SMILES (Canonical) CC(CC=CC(C)(C)O)C1CCC2(C1(CCC3(C2C(=O)C=C4C3CCC(=O)C4(C)C)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]2C(=O)C=C4[C@H]3CCC(=O)C4(C)C)C)C)C
InChI InChI=1S/C30H46O3/c1-19(10-9-14-26(2,3)33)20-13-15-30(8)25-23(31)18-22-21(11-12-24(32)27(22,4)5)28(25,6)16-17-29(20,30)7/h9,14,18-21,25,33H,10-13,15-17H2,1-8H3/b14-9+/t19-,20-,21-,25-,28+,29-,30+/m1/s1
InChI Key PFROKAUESVZIJA-OEQOENRXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O3
Molecular Weight 454.70 g/mol
Exact Mass 454.34469533 g/mol
Topological Polar Surface Area (TPSA) 54.40 Ų
XlogP 6.00
Atomic LogP (AlogP) 6.69
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (8R,9S,10S,13R,14S,17R)-17-[(E,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-4,4,9,13,14-pentamethyl-2,8,10,11,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,7-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9966 99.66%
Caco-2 + 0.5481 54.81%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.8396 83.96%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8071 80.71%
OATP1B3 inhibitior + 0.9241 92.41%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.9313 93.13%
P-glycoprotein inhibitior + 0.6889 68.89%
P-glycoprotein substrate - 0.5962 59.62%
CYP3A4 substrate + 0.6569 65.69%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9031 90.31%
CYP3A4 inhibition - 0.8012 80.12%
CYP2C9 inhibition - 0.8795 87.95%
CYP2C19 inhibition - 0.8910 89.10%
CYP2D6 inhibition - 0.9534 95.34%
CYP1A2 inhibition - 0.9083 90.83%
CYP2C8 inhibition - 0.6240 62.40%
CYP inhibitory promiscuity - 0.7324 73.24%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5951 59.51%
Eye corrosion - 0.9950 99.50%
Eye irritation - 0.9429 94.29%
Skin irritation + 0.6593 65.93%
Skin corrosion - 0.9543 95.43%
Ames mutagenesis - 0.6791 67.91%
Human Ether-a-go-go-Related Gene inhibition + 0.8226 82.26%
Micronuclear - 0.8600 86.00%
Hepatotoxicity + 0.5464 54.64%
skin sensitisation - 0.5556 55.56%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8286 82.86%
Acute Oral Toxicity (c) III 0.7914 79.14%
Estrogen receptor binding + 0.8168 81.68%
Androgen receptor binding + 0.7423 74.23%
Thyroid receptor binding + 0.7519 75.19%
Glucocorticoid receptor binding + 0.8582 85.82%
Aromatase binding + 0.7801 78.01%
PPAR gamma + 0.6177 61.77%
Honey bee toxicity - 0.8148 81.48%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9961 99.61%

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 98.87% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.39% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.28% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.05% 98.95%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 91.92% 94.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.75% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.68% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.31% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.55% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.71% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.32% 93.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.99% 91.07%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.93% 96.38%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.54% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 81.81% 90.17%
CHEMBL1977 P11473 Vitamin D receptor 81.33% 99.43%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.75% 98.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.69% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.64% 85.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.62% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.31% 90.71%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.12% 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 16083129
LOTUS LTS0066682
wikiData Q105207930