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(1S,2R,4aS,6aR,6aS,6bR,8aS,10S,12aS,14bR)-10-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-1,2,6a,6b,9,9,12a-heptamethyl-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 b8403149-1ea3-4f00-bec4-6d947df30236
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2R,4aS,6aR,6aS,6bR,8aS,10S,12aS,14bR)-10-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)C(=O)C=CC6=CC=C(C=C6)O)C)C)C2C1C)C)C(=O)O
SMILES (Isomeric) C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)C(=O)/C=C/C6=CC=C(C=C6)O)C)C)[C@H]2[C@H]1C)C)C(=O)O
InChI InChI=1S/C39H54O4/c1-24-16-21-39(34(42)43)23-22-37(6)29(33(39)25(24)2)13-15-32-36(5)19-17-28(35(3,4)31(36)18-20-38(32,37)7)30(41)14-10-26-8-11-27(40)12-9-26/h8-14,24-25,28,31-33,40H,15-23H2,1-7H3,(H,42,43)/b14-10+/t24-,25+,28-,31+,32-,33-,36+,37-,38-,39+/m1/s1
InChI Key ZDWLHNHYDOEVLT-SHLKIYQRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C39H54O4
Molecular Weight 586.80 g/mol
Exact Mass 586.40221020 g/mol
Topological Polar Surface Area (TPSA) 74.60 Ų
XlogP 9.60
Atomic LogP (AlogP) 9.33
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,4aS,6aR,6aS,6bR,8aS,10S,12aS,14bR)-10-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-1,2,6a,6b,9,9,12a-heptamethyl-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 + 0.9947 99.47%
Caco-2 - 0.7805 78.05%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8956 89.56%
OATP2B1 inhibitior - 0.5719 57.19%
OATP1B1 inhibitior + 0.8513 85.13%
OATP1B3 inhibitior - 0.5920 59.20%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5821 58.21%
BSEP inhibitior + 0.9858 98.58%
P-glycoprotein inhibitior + 0.7409 74.09%
P-glycoprotein substrate - 0.5891 58.91%
CYP3A4 substrate + 0.6964 69.64%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8835 88.35%
CYP3A4 inhibition - 0.7262 72.62%
CYP2C9 inhibition - 0.7577 75.77%
CYP2C19 inhibition - 0.7887 78.87%
CYP2D6 inhibition - 0.9168 91.68%
CYP1A2 inhibition - 0.5462 54.62%
CYP2C8 inhibition + 0.8208 82.08%
CYP inhibitory promiscuity - 0.7959 79.59%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9311 93.11%
Carcinogenicity (trinary) Non-required 0.6476 64.76%
Eye corrosion - 0.9946 99.46%
Eye irritation - 0.9373 93.73%
Skin irritation - 0.5521 55.21%
Skin corrosion - 0.9593 95.93%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7072 70.72%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.5013 50.13%
skin sensitisation + 0.5000 50.00%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.7012 70.12%
Acute Oral Toxicity (c) III 0.7410 74.10%
Estrogen receptor binding + 0.8070 80.70%
Androgen receptor binding + 0.7846 78.46%
Thyroid receptor binding + 0.6441 64.41%
Glucocorticoid receptor binding + 0.8298 82.98%
Aromatase binding + 0.7459 74.59%
PPAR gamma + 0.6865 68.65%
Honey bee toxicity - 0.8041 80.41%
Biodegradation - 0.8750 87.50%
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 95.17% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.51% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.32% 93.99%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.85% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.70% 86.33%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 88.10% 91.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.62% 96.09%
CHEMBL206 P03372 Estrogen receptor alpha 84.97% 97.64%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.03% 100.00%
CHEMBL2581 P07339 Cathepsin D 83.58% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 83.03% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.75% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.73% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.06% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.91% 93.56%
CHEMBL2514 O95665 Neurotensin receptor 2 81.25% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.25% 93.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.81% 85.00%
CHEMBL221 P23219 Cyclooxygenase-1 80.24% 90.17%

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.
Mimusops elengi

Cross-Links

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PubChem 163190636
LOTUS LTS0252951
wikiData Q105372800