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Methyl 3-[6-(acetyloxymethyl)-3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1,2,3,4,7,8-hexahydrocyclopenta[a]naphthalen-6-yl]propanoate

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 52449d1a-528e-48ae-ad1f-c8d041473272
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl 3-[6-(acetyloxymethyl)-3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1,2,3,4,7,8-hexahydrocyclopenta[a]naphthalen-6-yl]propanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H48O8/c1-19-17-25(35)28(41-29(19)37)20(2)22-11-14-32(7)23-9-10-26(30(4,5)38)33(18-40-21(3)34,16-13-27(36)39-8)24(23)12-15-31(22,32)6/h9,12,17,20,22,25-26,28,35,38H,10-11,13-16,18H2,1-8H3
InChI Key MLFKTFLFHVRFER-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H48O8
Molecular Weight 572.70 g/mol
Exact Mass 572.33491849 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.83
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 3-[6-(acetyloxymethyl)-3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-7-(2-hydroxypropan-2-yl)-3a,9b-dimethyl-1,2,3,4,7,8-hexahydrocyclopenta[a]naphthalen-6-yl]propanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9667 96.67%
Caco-2 - 0.7230 72.30%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.9017 90.17%
OATP2B1 inhibitior - 0.8566 85.66%
OATP1B1 inhibitior + 0.8257 82.57%
OATP1B3 inhibitior + 0.8732 87.32%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5396 53.96%
BSEP inhibitior + 0.9391 93.91%
P-glycoprotein inhibitior + 0.8048 80.48%
P-glycoprotein substrate + 0.6869 68.69%
CYP3A4 substrate + 0.7194 71.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9109 91.09%
CYP3A4 inhibition - 0.7794 77.94%
CYP2C9 inhibition - 0.7933 79.33%
CYP2C19 inhibition - 0.9083 90.83%
CYP2D6 inhibition - 0.9311 93.11%
CYP1A2 inhibition - 0.7729 77.29%
CYP2C8 inhibition + 0.7007 70.07%
CYP inhibitory promiscuity - 0.8173 81.73%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6837 68.37%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9355 93.55%
Skin irritation - 0.5516 55.16%
Skin corrosion - 0.9487 94.87%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4722 47.22%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8922 89.22%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.5165 51.65%
Acute Oral Toxicity (c) III 0.5188 51.88%
Estrogen receptor binding + 0.7547 75.47%
Androgen receptor binding + 0.7091 70.91%
Thyroid receptor binding + 0.5503 55.03%
Glucocorticoid receptor binding + 0.7930 79.30%
Aromatase binding + 0.7188 71.88%
PPAR gamma + 0.6749 67.49%
Honey bee toxicity - 0.6564 65.64%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5638 56.38%
Fish aquatic toxicity + 0.9855 98.55%

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 98.95% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.60% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.45% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 95.24% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.37% 94.45%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 93.39% 91.65%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.00% 95.56%
CHEMBL5028 O14672 ADAM10 90.76% 97.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.41% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.45% 96.77%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.59% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.57% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.16% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.03% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.31% 97.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.84% 96.47%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.14% 95.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.40% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.72% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.65% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.34% 93.56%
CHEMBL3401 O75469 Pregnane X receptor 82.29% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.10% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.72% 97.09%

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 163064146
LOTUS LTS0228935
wikiData Q104171794