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methyl 4-(12-acetyloxy-3,7-dihydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

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 1ebbd4fc-cea6-4429-9ea9-5c98dcb90a06
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl 4-(12-acetyloxy-3,7-dihydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate
SMILES (Canonical) CC(CCC(=O)OC)C1CC(=O)C2(C1(C(C(=O)C3=C2C(CC4C3(CCC(C4(C)C)O)C)O)OC(=O)C)C)C
SMILES (Isomeric) CC(CCC(=O)OC)C1CC(=O)C2(C1(C(C(=O)C3=C2C(CC4C3(CCC(C4(C)C)O)C)O)OC(=O)C)C)C
InChI InChI=1S/C30H44O8/c1-15(9-10-22(35)37-8)17-13-21(34)30(7)23-18(32)14-19-27(3,4)20(33)11-12-28(19,5)24(23)25(36)26(29(17,30)6)38-16(2)31/h15,17-20,26,32-33H,9-14H2,1-8H3
InChI Key PDTQBYSKJSRZCH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O8
Molecular Weight 532.70 g/mol
Exact Mass 532.30361836 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.56
H-Bond Acceptor 8
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 methyl 4-(12-acetyloxy-3,7-dihydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9913 99.13%
Caco-2 - 0.7021 70.21%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8683 86.83%
OATP2B1 inhibitior - 0.7209 72.09%
OATP1B1 inhibitior + 0.8142 81.42%
OATP1B3 inhibitior - 0.3958 39.58%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7032 70.32%
BSEP inhibitior + 0.7961 79.61%
P-glycoprotein inhibitior + 0.7185 71.85%
P-glycoprotein substrate + 0.5628 56.28%
CYP3A4 substrate + 0.6947 69.47%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.9017 90.17%
CYP3A4 inhibition - 0.7606 76.06%
CYP2C9 inhibition - 0.7499 74.99%
CYP2C19 inhibition - 0.8540 85.40%
CYP2D6 inhibition - 0.9428 94.28%
CYP1A2 inhibition - 0.8849 88.49%
CYP2C8 inhibition + 0.4457 44.57%
CYP inhibitory promiscuity - 0.8763 87.63%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7091 70.91%
Eye corrosion - 0.9943 99.43%
Eye irritation - 0.9133 91.33%
Skin irritation + 0.6221 62.21%
Skin corrosion - 0.9577 95.77%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4937 49.37%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6717 67.17%
skin sensitisation - 0.8060 80.60%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.6365 63.65%
Acute Oral Toxicity (c) III 0.3906 39.06%
Estrogen receptor binding + 0.7001 70.01%
Androgen receptor binding + 0.7400 74.00%
Thyroid receptor binding + 0.5338 53.38%
Glucocorticoid receptor binding + 0.7787 77.87%
Aromatase binding + 0.7421 74.21%
PPAR gamma + 0.6373 63.73%
Honey bee toxicity - 0.6412 64.12%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9946 99.46%

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 97.53% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.46% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 95.82% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.93% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.83% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 93.15% 83.82%
CHEMBL340 P08684 Cytochrome P450 3A4 93.02% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.64% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.84% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.56% 85.14%
CHEMBL1937 Q92769 Histone deacetylase 2 88.62% 94.75%
CHEMBL299 P17252 Protein kinase C alpha 87.73% 98.03%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.56% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.92% 97.25%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.82% 92.62%
CHEMBL237 P41145 Kappa opioid receptor 86.35% 98.10%
CHEMBL221 P23219 Cyclooxygenase-1 85.60% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.08% 99.23%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.93% 94.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.63% 93.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.89% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.73% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.56% 96.38%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.41% 94.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.24% 93.56%
CHEMBL240 Q12809 HERG 82.08% 89.76%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.33% 96.90%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.23% 97.50%
CHEMBL5028 O14672 ADAM10 80.88% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.54% 95.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.35% 91.03%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.14% 92.78%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.01% 99.17%

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.
There are no matching plants.

Cross-Links

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PubChem 72749085
LOTUS LTS0208912
wikiData Q104194444