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(1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-hydroxy-6a-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-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 5a642931-eed8-452c-b039-262e590141d8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-hydroxy-6a-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H56O7/c1-24-14-19-39(35(44)45)20-21-40(23-47-33(43)13-9-26-8-11-28(41)29(22-26)46-7)27(34(39)25(24)2)10-12-31-37(5)17-16-32(42)36(3,4)30(37)15-18-38(31,40)6/h8-11,13,22,24-25,30-32,34,41-42H,12,14-21,23H2,1-7H3,(H,44,45)/b13-9+/t24-,25+,30+,31-,32+,34+,37+,38-,39+,40+/m1/s1
InChI Key BRRFDRKIGYRDOD-WHXIUFLDSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C40H56O7
Molecular Weight 648.90 g/mol
Exact Mass 648.40260412 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 8.20
Atomic LogP (AlogP) 8.04
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bS)-10-hydroxy-6a-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]-1,2,6b,9,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-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 + 0.9941 99.41%
Caco-2 - 0.8071 80.71%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8953 89.53%
OATP2B1 inhibitior - 0.7139 71.39%
OATP1B1 inhibitior + 0.8733 87.33%
OATP1B3 inhibitior - 0.2316 23.16%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7657 76.57%
BSEP inhibitior + 0.9942 99.42%
P-glycoprotein inhibitior + 0.7893 78.93%
P-glycoprotein substrate + 0.5318 53.18%
CYP3A4 substrate + 0.7168 71.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8601 86.01%
CYP3A4 inhibition - 0.5731 57.31%
CYP2C9 inhibition - 0.5967 59.67%
CYP2C19 inhibition - 0.6712 67.12%
CYP2D6 inhibition - 0.8961 89.61%
CYP1A2 inhibition + 0.6430 64.30%
CYP2C8 inhibition + 0.8442 84.42%
CYP inhibitory promiscuity - 0.8125 81.25%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.7039 70.39%
Eye corrosion - 0.9939 99.39%
Eye irritation - 0.9285 92.85%
Skin irritation - 0.6714 67.14%
Skin corrosion - 0.9643 96.43%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6911 69.11%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8510 85.10%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.9784 97.84%
Acute Oral Toxicity (c) III 0.5302 53.02%
Estrogen receptor binding + 0.8036 80.36%
Androgen receptor binding + 0.7983 79.83%
Thyroid receptor binding + 0.5693 56.93%
Glucocorticoid receptor binding + 0.8446 84.46%
Aromatase binding + 0.6893 68.93%
PPAR gamma + 0.7460 74.60%
Honey bee toxicity - 0.7042 70.42%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5245 52.45%
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 99.09% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.49% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.84% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.45% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 94.74% 90.17%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.28% 95.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.06% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.29% 94.45%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.93% 89.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.00% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.66% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.63% 95.89%
CHEMBL5028 O14672 ADAM10 83.56% 97.50%
CHEMBL2581 P07339 Cathepsin D 83.01% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.40% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.27% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 81.47% 91.19%
CHEMBL3194 P02766 Transthyretin 81.36% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.07% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.07% 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.
Uncaria rhynchophylla

Cross-Links

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PubChem 10675750
LOTUS LTS0202911
wikiData Q104944970