Demethyltorosaflavone D

Details

• Internal ID: 1a0e9298-8165-4565-a63f-1d976ad08772
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: (E)-3-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-6-yl]prop-2-enoic acid
• SMILES (Canonical): C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)C=CC(=O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)/C=C/C(=O)O)O)O)O
• InChI: InChI=1S/C18H12O8/c19-10-3-1-8(5-12(10)21)14-7-13(22)17-15(26-14)6-11(20)9(18(17)25)2-4-16(23)24/h1-7,19-21,25H,(H,23,24)/b4-2+
• InChI Key: WDORQCNPRNPVNA-DUXPYHPUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₂O₈
• Molecular Weight: 356.30 g/mol
• Exact Mass: 356.05321734 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• CHEBI:166625
• LMPK12110725
• (E)-3-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-6-yl]prop-2-enoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8499	84.99%
Caco-2	-	0.8038	80.38%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5178	51.78%
OATP2B1 inhibitior	-	0.5345	53.45%
OATP1B1 inhibitior	+	0.9422	94.22%
OATP1B3 inhibitior	+	0.9669	96.69%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6310	63.10%
P-glycoprotein inhibitior	-	0.8480	84.80%
P-glycoprotein substrate	-	0.8749	87.49%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8882	88.82%
CYP3A4 inhibition	-	0.6128	61.28%
CYP2C9 inhibition	+	0.5273	52.73%
CYP2C19 inhibition	-	0.8692	86.92%
CYP2D6 inhibition	-	0.9653	96.53%
CYP1A2 inhibition	-	0.8394	83.94%
CYP2C8 inhibition	+	0.7822	78.22%
CYP inhibitory promiscuity	-	0.7259	72.59%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6477	64.77%
Eye corrosion	-	0.9929	99.29%
Eye irritation	+	0.6604	66.04%
Skin irritation	+	0.4908	49.08%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7667	76.67%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7665	76.65%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8898	88.98%
Acute Oral Toxicity (c)	II	0.6531	65.31%
Estrogen receptor binding	+	0.8845	88.45%
Androgen receptor binding	+	0.9342	93.42%
Thyroid receptor binding	+	0.5421	54.21%
Glucocorticoid receptor binding	+	0.8767	87.67%
Aromatase binding	+	0.6334	63.34%
PPAR gamma	+	0.8388	83.88%
Honey bee toxicity	-	0.8175	81.75%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9853	98.53%

Targets

Proven Targets:

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	99.25%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.04%	89.00%
CHEMBL3194	P02766	Transthyretin	95.45%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.73%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.32%	99.15%
CHEMBL2581	P07339	Cathepsin D	90.82%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.24%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.89%	91.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.98%	85.14%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.73%	98.11%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	81.06%	89.23%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.00%	83.10%
CHEMBL3401	O75469	Pregnane X receptor	80.98%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44258148
• LOTUS: LTS0178251
• wikiData: Q76546341