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(2R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bR)-2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-10-hydroxy-2,6a,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 979ade7e-7111-4eb8-8d6b-5027406bedde
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bR)-2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-10-hydroxy-2,6a,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(C2CCC3(C(C2(CCC1O)C)CC=C4C3(CCC5(C4CC(CC5)(C)COC(=O)C=CC6=CC(=C(C=C6)O)O)C(=O)O)C)C)C
SMILES (Isomeric) C[C@]1(CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)[C@H]2C1)C)C(=O)O)COC(=O)/C=C/C6=CC(=C(C=C6)O)O
InChI InChI=1S/C39H54O7/c1-34(2)29-13-16-38(6)30(36(29,4)15-14-31(34)42)11-9-25-26-22-35(3,17-19-39(26,33(44)45)20-18-37(25,38)5)23-46-32(43)12-8-24-7-10-27(40)28(41)21-24/h7-10,12,21,26,29-31,40-42H,11,13-20,22-23H2,1-6H3,(H,44,45)/b12-8+/t26-,29+,30-,31+,35-,36+,37-,38-,39+/m1/s1
InChI Key TZZIDPAXUWZHFT-SKWKBVGHSA-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 7.80
Atomic LogP (AlogP) 7.88
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 (2R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bR)-2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-10-hydroxy-2,6a,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 + 0.9911 99.11%
Caco-2 - 0.8219 82.19%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.9203 92.03%
OATP2B1 inhibitior + 0.5724 57.24%
OATP1B1 inhibitior + 0.8630 86.30%
OATP1B3 inhibitior - 0.2675 26.75%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8068 80.68%
BSEP inhibitior + 0.9888 98.88%
P-glycoprotein inhibitior + 0.7718 77.18%
P-glycoprotein substrate - 0.6242 62.42%
CYP3A4 substrate + 0.7097 70.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8751 87.51%
CYP3A4 inhibition - 0.6954 69.54%
CYP2C9 inhibition - 0.6671 66.71%
CYP2C19 inhibition - 0.7036 70.36%
CYP2D6 inhibition - 0.9001 90.01%
CYP1A2 inhibition + 0.6113 61.13%
CYP2C8 inhibition + 0.7561 75.61%
CYP inhibitory promiscuity - 0.8637 86.37%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6976 69.76%
Eye corrosion - 0.9939 99.39%
Eye irritation - 0.9244 92.44%
Skin irritation - 0.6351 63.51%
Skin corrosion - 0.9590 95.90%
Ames mutagenesis - 0.8737 87.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3817 38.17%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6468 64.68%
skin sensitisation - 0.8282 82.82%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.9063 90.63%
Acute Oral Toxicity (c) III 0.5636 56.36%
Estrogen receptor binding + 0.7905 79.05%
Androgen receptor binding + 0.7923 79.23%
Thyroid receptor binding + 0.5235 52.35%
Glucocorticoid receptor binding + 0.7844 78.44%
Aromatase binding + 0.6848 68.48%
PPAR gamma + 0.7368 73.68%
Honey bee toxicity - 0.7497 74.97%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5555 55.55%
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 99.28% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.71% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.22% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.09% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.57% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.48% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.62% 94.45%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.51% 85.31%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 88.17% 91.71%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 87.52% 95.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.61% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.52% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.47% 95.89%
CHEMBL2581 P07339 Cathepsin D 83.73% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.78% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.51% 90.71%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 82.40% 80.78%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.58% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 81.40% 91.49%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.33% 94.62%
CHEMBL340 P08684 Cytochrome P450 3A4 80.01% 91.19%

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.
Melianthus major

Cross-Links

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PubChem 163187124
LOTUS LTS0168094
wikiData Q105268503