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(6R,7R)-1-(5-benzylhexyl)-4,7-dihydroxy-6-{[(4E)-6-methyl-9-phenylnon-4-enoyl]oxy}-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic 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 6aa3b525-3dca-42d4-b858-790aff09ffd1
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name (6R,7R)-4,7-dihydroxy-1-(5-methyl-6-phenylhexyl)-6-[(E)-6-methyl-9-phenylnon-4-enoyl]oxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H48O12/c1-25(16-13-21-27-17-5-3-6-18-27)14-9-10-22-29(39)48-31-30(40)36(23-12-11-15-26(2)24-28-19-7-4-8-20-28)49-32(33(41)42)37(47,34(43)44)38(31,50-36)35(45)46/h3-9,14,17-20,25-26,30-32,40,47H,10-13,15-16,21-24H2,1-2H3,(H,41,42)(H,43,44)(H,45,46)/b14-9+/t25?,26?,30-,31-,32?,36?,37?,38?/m1/s1
InChI Key ZOTNYZYRJOAANS-OIAIRNFISA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C38H48O12
Molecular Weight 696.80 g/mol
Exact Mass 696.31457696 g/mol
Topological Polar Surface Area (TPSA) 197.00 Ų
XlogP 6.30
Atomic LogP (AlogP) 4.54
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 19

Synonyms

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Desacetoxy-zaragozic acid C
CHEMBL131201
(6R,7R)-4,7-Dihydroxy-1-(5-methyl-6-phenylhexyl)-6-[(E)-6-methyl-9-phenylnon-4-enoyl]oxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
160548-95-8
(6R,7R)-1-(5-benzylhexyl)-4,7-dihydroxy-6-{[(4E)-6-methyl-9-phenylnon-4-enoyl]oxy}-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
L 735021
GTPL3117
CHEBI:204202
BDBM50038123
Q27078412
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of (6R,7R)-1-(5-benzylhexyl)-4,7-dihydroxy-6-{[(4E)-6-methyl-9-phenylnon-4-enoyl]oxy}-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6112 61.12%
Caco-2 - 0.8683 86.83%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7937 79.37%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8185 81.85%
OATP1B3 inhibitior - 0.2265 22.65%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.6007 60.07%
P-glycoprotein inhibitior + 0.7289 72.89%
P-glycoprotein substrate + 0.7148 71.48%
CYP3A4 substrate + 0.6951 69.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8777 87.77%
CYP3A4 inhibition - 0.8293 82.93%
CYP2C9 inhibition - 0.8483 84.83%
CYP2C19 inhibition - 0.8216 82.16%
CYP2D6 inhibition - 0.9344 93.44%
CYP1A2 inhibition - 0.8612 86.12%
CYP2C8 inhibition + 0.6939 69.39%
CYP inhibitory promiscuity - 0.9292 92.92%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6280 62.80%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9167 91.67%
Skin irritation - 0.6585 65.85%
Skin corrosion - 0.9130 91.30%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4301 43.01%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8876 88.76%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7268 72.68%
Acute Oral Toxicity (c) I 0.4937 49.37%
Estrogen receptor binding + 0.8160 81.60%
Androgen receptor binding + 0.7265 72.65%
Thyroid receptor binding + 0.5570 55.70%
Glucocorticoid receptor binding + 0.6979 69.79%
Aromatase binding + 0.5517 55.17%
PPAR gamma + 0.6750 67.50%
Honey bee toxicity - 0.7581 75.81%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9965 99.65%

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
CHEMBL2581 P07339 Cathepsin D 98.14% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.98% 96.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 96.94% 94.62%
CHEMBL221 P23219 Cyclooxygenase-1 96.89% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.53% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.80% 99.17%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 93.53% 94.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.00% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.46% 95.50%
CHEMBL5939 Q9NZ08 Endoplasmic reticulum aminopeptidase 1 88.76% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.51% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 86.74% 94.73%
CHEMBL226 P30542 Adenosine A1 receptor 82.80% 95.93%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.59% 90.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.34% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.22% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.84% 93.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.01% 96.47%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.85% 93.00%
CHEMBL5028 O14672 ADAM10 80.20% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.17% 95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 9853075
LOTUS LTS0172903
wikiData Q27078412