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methyl (2R)-2-[(3S,5R,10S,13R,14R,16R,17R)-3,16-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoate

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 ef423519-e32c-4827-8b33-1f6220a10254
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (2R)-2-[(3S,5R,10S,13R,14R,16R,17R)-3,16-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoate
SMILES (Canonical) CC(C)C(=C)CCC(C1C(CC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C)O)C(=O)OC
SMILES (Isomeric) CC(C)C(=C)CC[C@H]([C@H]1[C@@H](C[C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C)O)C(=O)OC
InChI InChI=1S/C32H52O4/c1-19(2)20(3)10-11-21(28(35)36-9)27-24(33)18-32(8)23-12-13-25-29(4,5)26(34)15-16-30(25,6)22(23)14-17-31(27,32)7/h19,21,24-27,33-34H,3,10-18H2,1-2,4-9H3/t21-,24-,25+,26+,27+,30-,31-,32+/m1/s1
InChI Key RYYBRBMMLMLDEO-KOCSMGCBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H52O4
Molecular Weight 500.80 g/mol
Exact Mass 500.38656014 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 7.00
Atomic LogP (AlogP) 6.85
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R)-2-[(3S,5R,10S,13R,14R,16R,17R)-3,16-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9932 99.32%
Caco-2 + 0.5895 58.95%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8277 82.77%
OATP2B1 inhibitior - 0.7115 71.15%
OATP1B1 inhibitior + 0.8561 85.61%
OATP1B3 inhibitior - 0.6080 60.80%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8741 87.41%
P-glycoprotein inhibitior - 0.4779 47.79%
P-glycoprotein substrate - 0.6364 63.64%
CYP3A4 substrate + 0.7024 70.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8465 84.65%
CYP3A4 inhibition - 0.7677 76.77%
CYP2C9 inhibition - 0.7520 75.20%
CYP2C19 inhibition - 0.8628 86.28%
CYP2D6 inhibition - 0.9463 94.63%
CYP1A2 inhibition - 0.8591 85.91%
CYP2C8 inhibition + 0.4766 47.66%
CYP inhibitory promiscuity - 0.8090 80.90%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7093 70.93%
Eye corrosion - 0.9938 99.38%
Eye irritation - 0.9141 91.41%
Skin irritation + 0.5769 57.69%
Skin corrosion - 0.9583 95.83%
Ames mutagenesis - 0.7015 70.15%
Human Ether-a-go-go-Related Gene inhibition - 0.5374 53.74%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.7422 74.22%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7280 72.80%
Acute Oral Toxicity (c) III 0.5073 50.73%
Estrogen receptor binding + 0.7406 74.06%
Androgen receptor binding + 0.7641 76.41%
Thyroid receptor binding + 0.6340 63.40%
Glucocorticoid receptor binding + 0.7844 78.44%
Aromatase binding + 0.7301 73.01%
PPAR gamma + 0.5635 56.35%
Honey bee toxicity - 0.7623 76.23%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9973 99.73%

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 98.25% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.83% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 96.80% 90.17%
CHEMBL240 Q12809 HERG 96.68% 89.76%
CHEMBL2581 P07339 Cathepsin D 94.91% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.78% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.14% 94.45%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.27% 94.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.21% 92.62%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.06% 95.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.50% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.92% 85.14%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 86.61% 95.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.54% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 84.53% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.31% 97.25%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.66% 91.24%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.23% 94.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.53% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.11% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.68% 95.89%
CHEMBL204 P00734 Thrombin 80.34% 96.01%
CHEMBL1951 P21397 Monoamine oxidase A 80.24% 91.49%

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 162849935
LOTUS LTS0234671
wikiData Q105248210