(E,4R,6S,7R)-4,6,7-trihydroxy-2,6-dimethyl-8-(7-oxofuro[3,2-g]chromen-4-yl)oxyoct-2-enoic acid

Details

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Internal ID e60cb2ca-7efe-4054-aebc-388dcafb8a55
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name (E,4R,6S,7R)-4,6,7-trihydroxy-2,6-dimethyl-8-(7-oxofuro[3,2-g]chromen-4-yl)oxyoct-2-enoic acid
SMILES (Canonical) CC(=CC(CC(C)(C(COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)O)O)O)C(=O)O
SMILES (Isomeric) C/C(=C\[C@@H](C[C@@](C)([C@@H](COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)O)O)O)/C(=O)O
InChI InChI=1S/C21H22O9/c1-11(20(25)26)7-12(22)9-21(2,27)17(23)10-29-19-13-3-4-18(24)30-16(13)8-15-14(19)5-6-28-15/h3-8,12,17,22-23,27H,9-10H2,1-2H3,(H,25,26)/b11-7+/t12-,17+,21-/m0/s1
InChI Key WYBYWLAOBATXAF-OAWOYGNOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H22O9
Molecular Weight 418.40 g/mol
Exact Mass 418.12638228 g/mol
Topological Polar Surface Area (TPSA) 147.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.81
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E,4R,6S,7R)-4,6,7-trihydroxy-2,6-dimethyl-8-(7-oxofuro[3,2-g]chromen-4-yl)oxyoct-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9503 95.03%
Caco-2 - 0.7588 75.88%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7398 73.98%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8761 87.61%
OATP1B3 inhibitior + 0.9300 93.00%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8379 83.79%
P-glycoprotein inhibitior - 0.5819 58.19%
P-glycoprotein substrate - 0.6282 62.82%
CYP3A4 substrate + 0.6002 60.02%
CYP2C9 substrate - 0.6100 61.00%
CYP2D6 substrate - 0.8741 87.41%
CYP3A4 inhibition - 0.6513 65.13%
CYP2C9 inhibition - 0.8005 80.05%
CYP2C19 inhibition - 0.8472 84.72%
CYP2D6 inhibition - 0.8852 88.52%
CYP1A2 inhibition - 0.7824 78.24%
CYP2C8 inhibition + 0.5981 59.81%
CYP inhibitory promiscuity - 0.8131 81.31%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5378 53.78%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9380 93.80%
Skin irritation - 0.7146 71.46%
Skin corrosion - 0.9373 93.73%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7035 70.35%
Micronuclear - 0.5100 51.00%
Hepatotoxicity + 0.7428 74.28%
skin sensitisation - 0.7927 79.27%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.9269 92.69%
Acute Oral Toxicity (c) III 0.4732 47.32%
Estrogen receptor binding + 0.9022 90.22%
Androgen receptor binding + 0.8356 83.56%
Thyroid receptor binding + 0.6613 66.13%
Glucocorticoid receptor binding + 0.8127 81.27%
Aromatase binding + 0.6498 64.98%
PPAR gamma + 0.8016 80.16%
Honey bee toxicity - 0.7831 78.31%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6753 67.53%
Fish aquatic toxicity + 0.9936 99.36%

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%
CHEMBL2581 P07339 Cathepsin D 97.52% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.76% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.96% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.12% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 93.27% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.66% 95.56%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 89.63% 94.03%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.02% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.29% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.23% 96.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.10% 89.34%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.96% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.78% 99.23%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.77% 89.62%

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.
Citrus lucida

Cross-Links

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PubChem 101852054
LOTUS LTS0171092
wikiData Q105322051