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(4aS,6aR,6aS,6bR,8aR,9R,10S,11R,12aR,14bR)-10,11-dihydroxy-9-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-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 aa0e7246-c298-49d9-a8ea-ed5dea2d833b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aS,6aR,6aS,6bR,8aR,9R,10S,11R,12aR,14bR)-10,11-dihydroxy-9-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)COC(=O)C=CC6=CC=C(C=C6)O)O)O)C)C)C2C1)C)C(=O)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@@H]4CC(CC5)(C)C)C(=O)O)C)(C[C@H]([C@H]([C@@]3(C)COC(=O)/C=C/C6=CC=C(C=C6)O)O)O)C
InChI InChI=1S/C39H54O7/c1-34(2)17-19-39(33(44)45)20-18-37(5)26(27(39)21-34)12-13-30-35(3)22-28(41)32(43)36(4,29(35)15-16-38(30,37)6)23-46-31(42)14-9-24-7-10-25(40)11-8-24/h7-12,14,27-30,32,40-41,43H,13,15-23H2,1-6H3,(H,44,45)/b14-9+/t27-,28-,29-,30-,32-,35+,36+,37-,38-,39+/m1/s1
InChI Key FWUYLMWSIUOLQP-MZRAHRTQSA-N
Popularity 1 reference 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 7.60
Atomic LogP (AlogP) 7.15
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aS,6aR,6aS,6bR,8aR,9R,10S,11R,12aR,14bR)-10,11-dihydroxy-9-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-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 + 0.9902 99.02%
Caco-2 - 0.8260 82.60%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.9119 91.19%
OATP2B1 inhibitior + 0.5677 56.77%
OATP1B1 inhibitior + 0.7816 78.16%
OATP1B3 inhibitior - 0.2935 29.35%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7568 75.68%
BSEP inhibitior + 0.9563 95.63%
P-glycoprotein inhibitior + 0.7436 74.36%
P-glycoprotein substrate - 0.5761 57.61%
CYP3A4 substrate + 0.7019 70.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8756 87.56%
CYP3A4 inhibition - 0.7497 74.97%
CYP2C9 inhibition - 0.6730 67.30%
CYP2C19 inhibition - 0.7119 71.19%
CYP2D6 inhibition - 0.9322 93.22%
CYP1A2 inhibition + 0.5216 52.16%
CYP2C8 inhibition + 0.8207 82.07%
CYP inhibitory promiscuity - 0.9116 91.16%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6633 66.33%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.9259 92.59%
Skin irritation - 0.5947 59.47%
Skin corrosion - 0.9580 95.80%
Ames mutagenesis - 0.8500 85.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6823 68.23%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.8433 84.33%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.4724 47.24%
Acute Oral Toxicity (c) III 0.4967 49.67%
Estrogen receptor binding + 0.7893 78.93%
Androgen receptor binding + 0.7819 78.19%
Thyroid receptor binding + 0.5523 55.23%
Glucocorticoid receptor binding + 0.7933 79.33%
Aromatase binding + 0.6853 68.53%
PPAR gamma + 0.7329 73.29%
Honey bee toxicity - 0.8081 80.81%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5755 57.55%
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 97.71% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.59% 97.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 94.80% 95.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.42% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.01% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.14% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.66% 86.33%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 90.85% 91.71%
CHEMBL221 P23219 Cyclooxygenase-1 89.48% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.77% 95.89%
CHEMBL206 P03372 Estrogen receptor alpha 85.25% 97.64%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.77% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.83% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.47% 93.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.41% 85.31%
CHEMBL2581 P07339 Cathepsin D 80.36% 98.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.15% 94.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.10% 100.00%

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.
Berberis koreana

Cross-Links

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PubChem 163187914
LOTUS LTS0129978
wikiData Q105003587