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(1R,3aS,5aS,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-9-hydroxy-5b,8,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-5a-carboxylic 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 8be42ed0-9f94-4eab-b730-963bd81a2729
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aS,5aS,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-9-hydroxy-5b,8,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-5a-carboxylic acid
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C(=O)O)C)(C)C)O)C)COC(=O)C=CC6=CC(=C(C=C6)O)O
SMILES (Isomeric) CC(=C)[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(=O)O)C)(C)C)O)C)COC(=O)/C=C/C6=CC(=C(C=C6)O)O
InChI InChI=1S/C39H54O7/c1-23(2)25-13-18-38(22-46-32(43)12-8-24-7-10-27(40)28(41)21-24)19-20-39(34(44)45)26(33(25)38)9-11-30-36(5)16-15-31(42)35(3,4)29(36)14-17-37(30,39)6/h7-8,10,12,21,25-26,29-31,33,40-42H,1,9,11,13-20,22H2,2-6H3,(H,44,45)/b12-8+/t25-,26+,29-,30+,31-,33+,36-,37+,38+,39+/m0/s1
InChI Key JWNURLALZKIWDF-QJOZPQJXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H54O7
Molecular Weight 634.80 g/mol
Exact Mass 634.38695406 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 8.70
Atomic LogP (AlogP) 7.74
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3aS,5aS,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-9-hydroxy-5b,8,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-5a-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9892 98.92%
Caco-2 - 0.8451 84.51%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8992 89.92%
OATP2B1 inhibitior + 0.5719 57.19%
OATP1B1 inhibitior + 0.8692 86.92%
OATP1B3 inhibitior + 0.8143 81.43%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8318 83.18%
BSEP inhibitior + 0.9361 93.61%
P-glycoprotein inhibitior + 0.7095 70.95%
P-glycoprotein substrate - 0.5150 51.50%
CYP3A4 substrate + 0.7190 71.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8751 87.51%
CYP3A4 inhibition - 0.6930 69.30%
CYP2C9 inhibition - 0.5956 59.56%
CYP2C19 inhibition - 0.6695 66.95%
CYP2D6 inhibition - 0.9094 90.94%
CYP1A2 inhibition + 0.5458 54.58%
CYP2C8 inhibition + 0.8348 83.48%
CYP inhibitory promiscuity - 0.8307 83.07%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6935 69.35%
Eye corrosion - 0.9938 99.38%
Eye irritation - 0.9248 92.48%
Skin irritation - 0.5898 58.98%
Skin corrosion - 0.9505 95.05%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7120 71.20%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8356 83.56%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.9700 97.00%
Acute Oral Toxicity (c) III 0.5209 52.09%
Estrogen receptor binding + 0.7712 77.12%
Androgen receptor binding + 0.8203 82.03%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7148 71.48%
Aromatase binding + 0.6841 68.41%
PPAR gamma + 0.7018 70.18%
Honey bee toxicity - 0.7205 72.05%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 1.0000 100.00%

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 99.17% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.41% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.80% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.68% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 94.61% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.54% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.02% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.75% 89.00%
CHEMBL2581 P07339 Cathepsin D 89.58% 98.95%
CHEMBL233 P35372 Mu opioid receptor 87.49% 97.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.07% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.01% 100.00%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 85.55% 80.78%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.31% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.00% 95.89%
CHEMBL5028 O14672 ADAM10 82.68% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.78% 91.19%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.76% 96.61%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.63% 94.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.38% 96.00%

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.
Rhoiptelea chiliantha

Cross-Links

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PubChem 101682552
LOTUS LTS0235281
wikiData Q105136240