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17-[7-[2-(2,5-Dihydroxyphenyl)ethylidene]-5-(1,2-dihydroxypropan-2-yl)-16-hydroxy-11,15-dimethyl-6-oxohexadeca-10,14-dien-2-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-3-one

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 495d594a-fdf3-48c6-abd6-12c09e968bfa
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquaterpenoids
IUPAC Name 17-[7-[2-(2,5-dihydroxyphenyl)ethylidene]-5-(1,2-dihydroxypropan-2-yl)-16-hydroxy-11,15-dimethyl-6-oxohexadeca-10,14-dien-2-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical) CC(CCC(C(=O)C(=CCC1=C(C=CC(=C1)O)O)CCC=C(C)CCC=C(C)CO)C(C)(CO)O)C2CCC3(C2(CC=C4C3=CCC5C4(CCC(=O)C5(C)C)C)C)C
SMILES (Isomeric) CC(CCC(C(=O)C(=CCC1=C(C=CC(=C1)O)O)CCC=C(C)CCC=C(C)CO)C(C)(CO)O)C2CCC3(C2(CC=C4C3=CCC5C4(CCC(=O)C5(C)C)C)C)C
InChI InChI=1S/C51H74O7/c1-33(12-10-14-34(2)31-52)13-11-15-36(17-18-37-30-38(54)19-22-43(37)55)46(57)42(51(9,58)32-53)20-16-35(3)39-24-28-50(8)41-21-23-44-47(4,5)45(56)26-27-48(44,6)40(41)25-29-49(39,50)7/h13-14,17,19,21-22,25,30,35,39,42,44,52-55,58H,10-12,15-16,18,20,23-24,26-29,31-32H2,1-9H3
InChI Key WEKINJDEUOHVPL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C51H74O7
Molecular Weight 799.10 g/mol
Exact Mass 798.54345470 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 9.80
Atomic LogP (AlogP) 10.45
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 17

Synonyms

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1146042-84-3
17-(7-(2-(2,5-dihydroxyphenyl)ethylidene)-5-(1,2-dihydroxypropan-2-yl)-16-hydroxy-11,15-dimethyl-6-oxohexadeca-10,14-dien-2-yl)-4,4,10,13,14-pentamethyl-1,2,5,6,12,15,16,17-octahydrocyclopenta(a)phenanthren-3-one
Ganosinensin C

2D Structure

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2D Structure of 17-[7-[2-(2,5-Dihydroxyphenyl)ethylidene]-5-(1,2-dihydroxypropan-2-yl)-16-hydroxy-11,15-dimethyl-6-oxohexadeca-10,14-dien-2-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,12,15,16,17-octahydrocyclopenta[a]phenanthren-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9933 99.33%
Caco-2 - 0.8423 84.23%
Blood Brain Barrier + 0.6024 60.24%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8806 88.06%
OATP2B1 inhibitior - 0.8605 86.05%
OATP1B1 inhibitior + 0.8200 82.00%
OATP1B3 inhibitior + 0.8805 88.05%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7590 75.90%
BSEP inhibitior + 0.9894 98.94%
P-glycoprotein inhibitior + 0.7768 77.68%
P-glycoprotein substrate + 0.7317 73.17%
CYP3A4 substrate + 0.7324 73.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8758 87.58%
CYP3A4 inhibition - 0.7761 77.61%
CYP2C9 inhibition - 0.7562 75.62%
CYP2C19 inhibition - 0.7317 73.17%
CYP2D6 inhibition - 0.9303 93.03%
CYP1A2 inhibition - 0.6091 60.91%
CYP2C8 inhibition + 0.8070 80.70%
CYP inhibitory promiscuity - 0.9127 91.27%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6545 65.45%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.9098 90.98%
Skin irritation - 0.6183 61.83%
Skin corrosion - 0.9475 94.75%
Ames mutagenesis - 0.7324 73.24%
Human Ether-a-go-go-Related Gene inhibition + 0.6808 68.08%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.8616 86.16%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.7383 73.83%
Acute Oral Toxicity (c) III 0.6282 62.82%
Estrogen receptor binding + 0.8250 82.50%
Androgen receptor binding + 0.7774 77.74%
Thyroid receptor binding + 0.5917 59.17%
Glucocorticoid receptor binding + 0.7864 78.64%
Aromatase binding + 0.6414 64.14%
PPAR gamma + 0.7765 77.65%
Honey bee toxicity - 0.6806 68.06%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5600 56.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.56% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.92% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.86% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.09% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.40% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.54% 96.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.40% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.19% 99.15%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.37% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.07% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.96% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.74% 99.17%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.54% 91.71%
CHEMBL268 P43235 Cathepsin K 86.15% 96.85%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.85% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.84% 93.56%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.95% 85.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.30% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 83.98% 97.79%
CHEMBL4581 P52732 Kinesin-like protein 1 83.08% 93.18%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.18% 99.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.48% 100.00%
CHEMBL2535 P11166 Glucose transporter 80.39% 98.75%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 139583417
LOTUS LTS0014830
wikiData Q75062229