2,3,8,10-tetrahydroxy-6-(2-methylprop-1-enyl)-6H-chromeno[4,3-b]chromen-7-one

Details

Top
Internal ID 268ec4f0-7d22-43e0-8270-5c9ccbf1bea5
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
IUPAC Name 2,3,8,10-tetrahydroxy-6-(2-methylprop-1-enyl)-6H-chromeno[4,3-b]chromen-7-one
SMILES (Canonical) CC(=CC1C2=C(C3=CC(=C(C=C3O1)O)O)OC4=CC(=CC(=C4C2=O)O)O)C
SMILES (Isomeric) CC(=CC1C2=C(C3=CC(=C(C=C3O1)O)O)OC4=CC(=CC(=C4C2=O)O)O)C
InChI InChI=1S/C20H16O7/c1-8(2)3-15-18-19(25)17-13(24)4-9(21)5-16(17)27-20(18)10-6-11(22)12(23)7-14(10)26-15/h3-7,15,21-24H,1-2H3
InChI Key FHPPAZXTEIAPBK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C20H16O7
Molecular Weight 368.30 g/mol
Exact Mass 368.08960285 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.68
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

Top
2,3,8,10-tetrahydroxy-6-(2-methylprop-1-enyl)-6H-chromeno[4,3-b]chromen-7-one

2D Structure

Top
2D Structure of 2,3,8,10-tetrahydroxy-6-(2-methylprop-1-enyl)-6H-chromeno[4,3-b]chromen-7-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9557 95.57%
Caco-2 + 0.5191 51.91%
Blood Brain Barrier - 0.6879 68.79%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6399 63.99%
OATP2B1 inhibitior - 0.5557 55.57%
OATP1B1 inhibitior + 0.8230 82.30%
OATP1B3 inhibitior + 0.9850 98.50%
MATE1 inhibitior - 0.6600 66.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.6332 63.32%
P-glycoprotein inhibitior - 0.5113 51.13%
P-glycoprotein substrate - 0.6539 65.39%
CYP3A4 substrate + 0.5967 59.67%
CYP2C9 substrate - 0.6458 64.58%
CYP2D6 substrate - 0.8475 84.75%
CYP3A4 inhibition + 0.6531 65.31%
CYP2C9 inhibition + 0.6948 69.48%
CYP2C19 inhibition + 0.5786 57.86%
CYP2D6 inhibition - 0.7475 74.75%
CYP1A2 inhibition + 0.7278 72.78%
CYP2C8 inhibition + 0.4920 49.20%
CYP inhibitory promiscuity + 0.8049 80.49%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6169 61.69%
Eye corrosion - 0.9886 98.86%
Eye irritation + 0.7449 74.49%
Skin irritation - 0.6466 64.66%
Skin corrosion - 0.9112 91.12%
Ames mutagenesis + 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6594 65.94%
Micronuclear + 0.8100 81.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.6053 60.53%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.6103 61.03%
Acute Oral Toxicity (c) III 0.5825 58.25%
Estrogen receptor binding + 0.8755 87.55%
Androgen receptor binding + 0.8209 82.09%
Thyroid receptor binding + 0.6809 68.09%
Glucocorticoid receptor binding + 0.9348 93.48%
Aromatase binding + 0.6953 69.53%
PPAR gamma + 0.8831 88.31%
Honey bee toxicity - 0.6848 68.48%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9787 97.87%

Targets

Top

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 97.95% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.08% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 95.19% 91.49%
CHEMBL2581 P07339 Cathepsin D 93.50% 98.95%
CHEMBL1929 P47989 Xanthine dehydrogenase 92.56% 96.12%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.40% 95.56%
CHEMBL3194 P02766 Transthyretin 89.75% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.22% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 88.01% 94.73%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.59% 93.40%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.58% 86.33%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 82.39% 98.11%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 82.19% 94.42%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.84% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.71% 99.17%

Plants that contains it

Top
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.
Artocarpus integer

Cross-Links

Top
PubChem 10571026
LOTUS LTS0006189
wikiData Q104995379