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5-[[17-(5,6-Dihydroxy-6-methylheptan-2-yl)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-2-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid

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 478eb98e-b548-4b0f-ae27-bdd5c7dd6b0f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 5-[[17-(5,6-dihydroxy-6-methylheptan-2-yl)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-2-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid
SMILES (Canonical) CC(CCC(C(C)(C)O)O)C1CCC2(C1(CCC3=C2CCC4C3(CC(C(=O)C4(C)C)OC(=O)CC(C)(CC(=O)O)O)C)C)C
SMILES (Isomeric) CC(CCC(C(C)(C)O)O)C1CCC2(C1(CCC3=C2CCC4C3(CC(C(=O)C4(C)C)OC(=O)CC(C)(CC(=O)O)O)C)C)C
InChI InChI=1S/C36H58O8/c1-21(10-13-27(37)32(4,5)42)22-14-16-36(9)24-11-12-26-31(2,3)30(41)25(44-29(40)20-33(6,43)19-28(38)39)18-34(26,7)23(24)15-17-35(22,36)8/h21-22,25-27,37,42-43H,10-20H2,1-9H3,(H,38,39)
InChI Key FNHDSKHVYPYDAZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H58O8
Molecular Weight 618.80 g/mol
Exact Mass 618.41316880 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 5.10
Atomic LogP (AlogP) 5.99
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[[17-(5,6-Dihydroxy-6-methylheptan-2-yl)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-2-yl]oxy]-3-hydroxy-3-methyl-5-oxopentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9729 97.29%
Caco-2 - 0.7844 78.44%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8440 84.40%
OATP2B1 inhibitior - 0.5646 56.46%
OATP1B1 inhibitior + 0.7931 79.31%
OATP1B3 inhibitior - 0.3652 36.52%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7782 77.82%
BSEP inhibitior + 0.8084 80.84%
P-glycoprotein inhibitior + 0.7243 72.43%
P-glycoprotein substrate + 0.5415 54.15%
CYP3A4 substrate + 0.7025 70.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8781 87.81%
CYP3A4 inhibition - 0.7972 79.72%
CYP2C9 inhibition - 0.7564 75.64%
CYP2C19 inhibition - 0.7996 79.96%
CYP2D6 inhibition - 0.9508 95.08%
CYP1A2 inhibition - 0.8775 87.75%
CYP2C8 inhibition + 0.5816 58.16%
CYP inhibitory promiscuity - 0.9189 91.89%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7027 70.27%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9181 91.81%
Skin irritation + 0.6320 63.20%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6333 63.33%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8358 83.58%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6874 68.74%
Acute Oral Toxicity (c) I 0.4699 46.99%
Estrogen receptor binding + 0.6357 63.57%
Androgen receptor binding + 0.7505 75.05%
Thyroid receptor binding + 0.5422 54.22%
Glucocorticoid receptor binding + 0.7462 74.62%
Aromatase binding + 0.7524 75.24%
PPAR gamma + 0.6119 61.19%
Honey bee toxicity - 0.7132 71.32%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.9966 99.66%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL2094108 P49354 Protein farnesyltransferase 350 nM
 IC50
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2581 P07339 Cathepsin D 98.80% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.63% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.15% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.91% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.63% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 94.95% 83.82%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.72% 100.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 85.49% 94.78%
CHEMBL221 P23219 Cyclooxygenase-1 85.43% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.32% 97.09%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.93% 100.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 84.44% 94.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.15% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.02% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.88% 97.14%
CHEMBL5028 O14672 ADAM10 83.71% 97.50%
CHEMBL1907 P15144 Aminopeptidase N 83.71% 93.31%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.80% 85.31%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.59% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 82.46% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.18% 93.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.13% 94.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.26% 82.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.15% 89.00%

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 21459886
LOTUS LTS0090598
wikiData Q104166561