Benzeneacetic acid, 4-hydroxy-,(3aR,4S,9aS,9bR)-2,3,3a,4,5,7,9a,9b-octahydro-9-(hydroxymethyl)-6-methyl-3-methylene-2,7-dioxoazuleno[4,5-b]furan-4-yl ester

Details

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Internal ID c1eb3b24-de47-4f99-92f1-f7832a4f310b
Taxonomy Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
IUPAC Name [9-(hydroxymethyl)-6-methyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-(4-hydroxyphenyl)acetate
SMILES (Canonical) CC1=C2C(C3C(C(C1)OC(=O)CC4=CC=C(C=C4)O)C(=C)C(=O)O3)C(=CC2=O)CO
SMILES (Isomeric) CC1=C2C(C3C(C(C1)OC(=O)CC4=CC=C(C=C4)O)C(=C)C(=O)O3)C(=CC2=O)CO
InChI InChI=1S/C23H22O7/c1-11-7-17(29-18(27)8-13-3-5-15(25)6-4-13)20-12(2)23(28)30-22(20)21-14(10-24)9-16(26)19(11)21/h3-6,9,17,20-22,24-25H,2,7-8,10H2,1H3
InChI Key UMVSOHBRAQTGQI-UHFFFAOYSA-N
Popularity 19 references in papers

Physical and Chemical Properties

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Molecular Formula C23H22O7
Molecular Weight 410.40 g/mol
Exact Mass 410.13655304 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.78
H-Bond Acceptor 7
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 Benzeneacetic acid, 4-hydroxy-,(3aR,4S,9aS,9bR)-2,3,3a,4,5,7,9a,9b-octahydro-9-(hydroxymethyl)-6-methyl-3-methylene-2,7-dioxoazuleno[4,5-b]furan-4-yl ester

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9908 99.08%
Caco-2 - 0.6768 67.68%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6909 69.09%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8385 83.85%
OATP1B3 inhibitior + 0.9233 92.33%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5918 59.18%
P-glycoprotein inhibitior + 0.6190 61.90%
P-glycoprotein substrate - 0.5382 53.82%
CYP3A4 substrate + 0.6458 64.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8879 88.79%
CYP3A4 inhibition - 0.6714 67.14%
CYP2C9 inhibition - 0.6626 66.26%
CYP2C19 inhibition - 0.6357 63.57%
CYP2D6 inhibition - 0.9111 91.11%
CYP1A2 inhibition - 0.5224 52.24%
CYP2C8 inhibition + 0.6288 62.88%
CYP inhibitory promiscuity - 0.6111 61.11%
UGT catelyzed + 0.5362 53.62%
Carcinogenicity (binary) - 0.9243 92.43%
Carcinogenicity (trinary) Non-required 0.5773 57.73%
Eye corrosion - 0.9753 97.53%
Eye irritation - 0.8598 85.98%
Skin irritation - 0.7325 73.25%
Skin corrosion - 0.9416 94.16%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4386 43.86%
Micronuclear - 0.5326 53.26%
Hepatotoxicity + 0.6750 67.50%
skin sensitisation - 0.6902 69.02%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.7444 74.44%
Acute Oral Toxicity (c) III 0.4843 48.43%
Estrogen receptor binding + 0.7280 72.80%
Androgen receptor binding + 0.7355 73.55%
Thyroid receptor binding + 0.5143 51.43%
Glucocorticoid receptor binding + 0.7062 70.62%
Aromatase binding - 0.6113 61.13%
PPAR gamma + 0.6489 64.89%
Honey bee toxicity - 0.8047 80.47%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5750 57.50%
Fish aquatic toxicity + 0.9932 99.32%

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 96.48% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.09% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.45% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.83% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.05% 94.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.81% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.13% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.11% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.79% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.52% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.51% 96.09%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 80.48% 96.37%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.26% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 80.25% 97.79%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.13% 99.17%

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.
Cichorium endivia
Cichorium intybus
Cichorium pumilum
Cichorium spinosum
Lactuca saligna
Lactuca sativa
Lactuca tatarica
Lactuca virosa

Cross-Links

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PubChem 3482908
LOTUS LTS0194000
wikiData Q104251033