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(4aS,6aR,6bR,10S,12aR,14bS)-6a-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-10-hydroxy-2,2,6b,9,9,12a-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 dddeba59-6bde-44f0-930d-2667e89c5c7e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aS,6aR,6bR,10S,12aR,14bS)-6a-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-10-hydroxy-2,2,6b,9,9,12a-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(CCC(C5(C)C)O)C)C)C2C1)C(=O)C=CC6=CC(=C(C=C6)O)O)C(=O)O)C
SMILES (Isomeric) C[C@]12CC[C@@H](C(C1CC[C@@]3(C2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C(=O)/C=C/C6=CC(=C(C=C6)O)O)C)(C)C)O
InChI InChI=1S/C38H52O6/c1-33(2)17-18-37(32(43)44)19-20-38(31(42)12-8-23-7-10-26(39)27(40)21-23)24(25(37)22-33)9-11-29-35(5)15-14-30(41)34(3,4)28(35)13-16-36(29,38)6/h7-10,12,21,25,28-30,39-41H,11,13-20,22H2,1-6H3,(H,43,44)/b12-8+/t25-,28?,29?,30-,35-,36+,37-,38+/m0/s1
InChI Key JRPVAEQMQZMGNM-YPSYTYALSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C38H52O6
Molecular Weight 604.80 g/mol
Exact Mass 604.37638937 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 7.60
Atomic LogP (AlogP) 7.91
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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(4aS,6aR,6bR,10S,12aR,14bS)-6a-[(E)-3-(3,4-Dihydroxy-phenyl)-allanoyl]-10-hydroxy-2,2,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid

2D Structure

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2D Structure of (4aS,6aR,6bR,10S,12aR,14bS)-6a-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-10-hydroxy-2,2,6b,9,9,12a-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 + 0.9925 99.25%
Caco-2 - 0.7804 78.04%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8540 85.40%
OATP2B1 inhibitior + 0.5682 56.82%
OATP1B1 inhibitior + 0.8589 85.89%
OATP1B3 inhibitior - 0.3601 36.01%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior + 0.9973 99.73%
P-glycoprotein inhibitior + 0.7213 72.13%
P-glycoprotein substrate - 0.6514 65.14%
CYP3A4 substrate + 0.6801 68.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8721 87.21%
CYP3A4 inhibition - 0.7759 77.59%
CYP2C9 inhibition - 0.7720 77.20%
CYP2C19 inhibition - 0.6462 64.62%
CYP2D6 inhibition - 0.9168 91.68%
CYP1A2 inhibition - 0.5068 50.68%
CYP2C8 inhibition + 0.6908 69.08%
CYP inhibitory promiscuity - 0.9435 94.35%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6590 65.90%
Eye corrosion - 0.9939 99.39%
Eye irritation - 0.9292 92.92%
Skin irritation - 0.5298 52.98%
Skin corrosion - 0.9400 94.00%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7488 74.88%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.6954 69.54%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.9117 91.17%
Acute Oral Toxicity (c) III 0.5670 56.70%
Estrogen receptor binding + 0.7768 77.68%
Androgen receptor binding + 0.7997 79.97%
Thyroid receptor binding + 0.6149 61.49%
Glucocorticoid receptor binding + 0.8046 80.46%
Aromatase binding + 0.6818 68.18%
PPAR gamma + 0.6640 66.40%
Honey bee toxicity - 0.7957 79.57%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5300 53.00%
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 99.13% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.86% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.41% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.33% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.90% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 91.12% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.55% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.66% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.54% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.65% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.54% 90.71%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.97% 91.03%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.58% 99.15%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.20% 90.24%
CHEMBL3194 P02766 Transthyretin 82.25% 90.71%

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.
Hibiscus taiwanensis
Uncaria rhynchophylla

Cross-Links

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PubChem 5274626
LOTUS LTS0087227
wikiData Q105134034