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(2S)-2-[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-1-yl]propanoic 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 3d05cbe5-c106-43c3-adf7-26b6053cb85d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S)-2-[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-1-yl]propanoic acid
SMILES (Canonical) CC(C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)C)C(=O)O
SMILES (Isomeric) C[C@@H]([C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)C)C(=O)O
InChI InChI=1S/C30H50O3/c1-18(25(32)33)19-10-13-27(4)16-17-29(6)20(24(19)27)8-9-22-28(5)14-12-23(31)26(2,3)21(28)11-15-30(22,29)7/h18-24,31H,8-17H2,1-7H3,(H,32,33)/t18-,19-,20+,21-,22+,23-,24+,27+,28-,29+,30+/m0/s1
InChI Key FEHZXRNYETYZHE-JPDMIGHKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O3
Molecular Weight 458.70 g/mol
Exact Mass 458.37599545 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 8.70
Atomic LogP (AlogP) 7.17
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-2-[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-1-yl]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9953 99.53%
Caco-2 - 0.6652 66.52%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8349 83.49%
OATP2B1 inhibitior - 0.5724 57.24%
OATP1B1 inhibitior + 0.9165 91.65%
OATP1B3 inhibitior + 0.9442 94.42%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.6635 66.35%
P-glycoprotein inhibitior - 0.7648 76.48%
P-glycoprotein substrate - 0.8682 86.82%
CYP3A4 substrate + 0.6701 67.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8413 84.13%
CYP3A4 inhibition - 0.9124 91.24%
CYP2C9 inhibition - 0.8812 88.12%
CYP2C19 inhibition - 0.9483 94.83%
CYP2D6 inhibition - 0.9771 97.71%
CYP1A2 inhibition - 0.8679 86.79%
CYP2C8 inhibition - 0.7698 76.98%
CYP inhibitory promiscuity - 0.9646 96.46%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6655 66.55%
Eye corrosion - 0.9938 99.38%
Eye irritation - 0.9293 92.93%
Skin irritation + 0.7168 71.68%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5830 58.30%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.8374 83.74%
skin sensitisation - 0.6357 63.57%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8288 82.88%
Acute Oral Toxicity (c) III 0.6345 63.45%
Estrogen receptor binding + 0.7128 71.28%
Androgen receptor binding + 0.7690 76.90%
Thyroid receptor binding + 0.6252 62.52%
Glucocorticoid receptor binding + 0.7856 78.56%
Aromatase binding + 0.6971 69.71%
PPAR gamma + 0.6429 64.29%
Honey bee toxicity - 0.7285 72.85%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9856 98.56%

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
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 97.59% 96.38%
CHEMBL221 P23219 Cyclooxygenase-1 95.96% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.98% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.14% 96.09%
CHEMBL2581 P07339 Cathepsin D 89.77% 98.95%
CHEMBL204 P00734 Thrombin 87.84% 96.01%
CHEMBL237 P41145 Kappa opioid receptor 87.04% 98.10%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.63% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.44% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.30% 82.69%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.09% 85.31%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.43% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.20% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.16% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.08% 97.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.08% 95.58%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.00% 90.71%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.63% 91.03%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.25% 93.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.96% 93.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.78% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.76% 95.89%

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.
Gymnosporia wallichiana

Cross-Links

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PubChem 20056391
LOTUS LTS0059864
wikiData Q104993976