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methyl (4R)-4-[(3S,4R,5R,7S,10S,13R,14R,17R)-3,7-dihydroxy-4-(hydroxymethyl)-4,10,13,14-tetramethyl-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 57fb87d2-8d19-4bb2-99a1-2d723a763d09
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (4R)-4-[(3S,4R,5R,7S,10S,13R,14R,17R)-3,7-dihydroxy-4-(hydroxymethyl)-4,10,13,14-tetramethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H42O7/c1-15(7-8-22(34)35-6)16-11-21(33)28(5)24-17(30)12-19-25(2,10-9-20(32)26(19,3)14-29)23(24)18(31)13-27(16,28)4/h15-17,19-20,29-30,32H,7-14H2,1-6H3/t15-,16-,17+,19-,20+,25+,26+,27-,28+/m1/s1
InChI Key BLYISEBTSCBMSM-IMZAKLINSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42O7
Molecular Weight 490.60 g/mol
Exact Mass 490.29305367 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.99
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (4R)-4-[(3S,4R,5R,7S,10S,13R,14R,17R)-3,7-dihydroxy-4-(hydroxymethyl)-4,10,13,14-tetramethyl-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 + 0.9804 98.04%
Caco-2 - 0.5866 58.66%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8372 83.72%
OATP2B1 inhibitior - 0.7118 71.18%
OATP1B1 inhibitior + 0.8449 84.49%
OATP1B3 inhibitior + 0.8331 83.31%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.5803 58.03%
BSEP inhibitior + 0.8134 81.34%
P-glycoprotein inhibitior - 0.4409 44.09%
P-glycoprotein substrate + 0.6053 60.53%
CYP3A4 substrate + 0.6931 69.31%
CYP2C9 substrate - 0.7976 79.76%
CYP2D6 substrate - 0.9044 90.44%
CYP3A4 inhibition - 0.8566 85.66%
CYP2C9 inhibition - 0.8513 85.13%
CYP2C19 inhibition - 0.9107 91.07%
CYP2D6 inhibition - 0.9517 95.17%
CYP1A2 inhibition - 0.8621 86.21%
CYP2C8 inhibition + 0.4568 45.68%
CYP inhibitory promiscuity - 0.8842 88.42%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7282 72.82%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.9293 92.93%
Skin irritation + 0.5579 55.79%
Skin corrosion - 0.9581 95.81%
Ames mutagenesis - 0.7537 75.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6879 68.79%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.9373 93.73%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.5636 56.36%
Acute Oral Toxicity (c) III 0.5880 58.80%
Estrogen receptor binding + 0.6729 67.29%
Androgen receptor binding + 0.7349 73.49%
Thyroid receptor binding + 0.5552 55.52%
Glucocorticoid receptor binding + 0.7716 77.16%
Aromatase binding + 0.6746 67.46%
PPAR gamma + 0.5956 59.56%
Honey bee toxicity - 0.6530 65.30%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9834 98.34%

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 97.05% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 95.29% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.99% 94.45%
CHEMBL299 P17252 Protein kinase C alpha 94.90% 98.03%
CHEMBL2581 P07339 Cathepsin D 93.67% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.87% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.69% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 90.26% 90.17%
CHEMBL1937 Q92769 Histone deacetylase 2 89.81% 94.75%
CHEMBL340 P08684 Cytochrome P450 3A4 89.35% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.16% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.70% 99.23%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 87.21% 88.84%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.10% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.05% 99.17%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.90% 93.03%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 84.75% 85.30%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.53% 90.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.53% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.20% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.58% 97.50%
CHEMBL5028 O14672 ADAM10 83.25% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.23% 94.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.15% 96.90%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.42% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.34% 85.14%
CHEMBL237 P41145 Kappa opioid receptor 81.32% 98.10%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.23% 95.50%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.93% 94.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.62% 93.04%

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 162989565
LOTUS LTS0225251
wikiData Q104938268