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Bongkrekic 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 869aafe5-a0ef-41e8-9dc5-b7454d2e4ee2
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name (2E,4Z,6R,8Z,10E,14E,17S,18E,20Z)-20-(carboxymethyl)-6-methoxy-2,5,17-trimethyldocosa-2,4,8,10,14,18,20-heptaenedioic acid
SMILES (Canonical) CC(CC=CCCC=CC=CCC(C(=CC=C(C)C(=O)O)C)OC)C=CC(=CC(=O)O)CC(=O)O
SMILES (Isomeric) C[C@@H](C/C=C/CC/C=C/C=C\C[C@H](/C(=C\C=C(/C)\C(=O)O)/C)OC)/C=C/C(=C\C(=O)O)/CC(=O)O
InChI InChI=1S/C28H38O7/c1-21(15-18-24(19-26(29)30)20-27(31)32)13-11-9-7-5-6-8-10-12-14-25(35-4)22(2)16-17-23(3)28(33)34/h6,8-12,15-19,21,25H,5,7,13-14,20H2,1-4H3,(H,29,30)(H,31,32)(H,33,34)/b8-6+,11-9+,12-10-,18-15+,22-16-,23-17+,24-19+/t21-,25+/m0/s1
InChI Key SHCXABJSXUACKU-WUTQZGRKSA-N
Popularity 281 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O7
Molecular Weight 486.60 g/mol
Exact Mass 486.26175355 g/mol
Topological Polar Surface Area (TPSA) 121.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.89
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 17

Synonyms

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Flavotoxin A
11076-19-0
Bongkrek acid
L7V4I673D2
(2E,4Z,6R,8Z,10E,14E,17S,18E,20Z)-20-(carboxymethyl)-6-methoxy-2,5,17-trimethyldocosa-2,4,8,10,14,18,20-heptaenedioic acid
(2E,4Z,6R,8Z,10E,14E,17S,18E,20Z)-20-(Carboxymethyl)-6-methoxy-2,5,17-trimethyl-2,4,8,10,14,18,20-docosaheptaenedioic acid
Bongkreksaure
UNII-L7V4I673D2
Isobongkrekic acid,
3-Carboxymethyl-17-methoxy-6,18,21-trimethyldocosa-2,4,8,12,14,18,20-heptaenedioic acid
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Bongkrekic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9193 91.93%
Caco-2 - 0.6679 66.79%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7756 77.56%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8301 83.01%
OATP1B3 inhibitior + 0.9310 93.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9262 92.62%
P-glycoprotein inhibitior + 0.8658 86.58%
P-glycoprotein substrate - 0.5648 56.48%
CYP3A4 substrate + 0.6159 61.59%
CYP2C9 substrate + 0.8149 81.49%
CYP2D6 substrate - 0.9092 90.92%
CYP3A4 inhibition - 0.8760 87.60%
CYP2C9 inhibition - 0.8800 88.00%
CYP2C19 inhibition - 0.8759 87.59%
CYP2D6 inhibition - 0.9103 91.03%
CYP1A2 inhibition - 0.7791 77.91%
CYP2C8 inhibition - 0.6947 69.47%
CYP inhibitory promiscuity - 0.9109 91.09%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7015 70.15%
Carcinogenicity (trinary) Non-required 0.7828 78.28%
Eye corrosion - 0.8930 89.30%
Eye irritation - 0.9219 92.19%
Skin irritation - 0.7820 78.20%
Skin corrosion - 0.9882 98.82%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7836 78.36%
Micronuclear - 0.9500 95.00%
Hepatotoxicity + 0.5275 52.75%
skin sensitisation - 0.7285 72.85%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity - 0.8730 87.30%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.5750 57.50%
Acute Oral Toxicity (c) III 0.7034 70.34%
Estrogen receptor binding + 0.7892 78.92%
Androgen receptor binding + 0.5659 56.59%
Thyroid receptor binding + 0.6010 60.10%
Glucocorticoid receptor binding + 0.7421 74.21%
Aromatase binding + 0.5965 59.65%
PPAR gamma + 0.7134 71.34%
Honey bee toxicity - 0.7330 73.30%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9397 93.97%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.10% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.61% 98.95%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 93.36% 92.29%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.57% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.41% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.75% 99.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 90.90% 97.21%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.60% 96.00%
CHEMBL221 P23219 Cyclooxygenase-1 89.12% 90.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.21% 96.95%
CHEMBL340 P08684 Cytochrome P450 3A4 87.16% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.35% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.08% 91.07%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 83.46% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.20% 94.33%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.16% 96.47%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.06% 95.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.92% 98.75%
CHEMBL2061 P19793 Retinoid X receptor alpha 80.60% 91.67%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.25% 97.47%

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.
There are no matching plants.

Cross-Links

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PubChem 6433556
LOTUS LTS0241293
wikiData Q4941885