[6-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] 3-(3-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 61372aac-0d0b-4568-9a2e-c4cd759d7fee
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl] 3-(3-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)O)OC(=O)C=CC5=CC(=CC=C5)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)O)OC(=O)C=CC5=CC(=CC=C5)O
• InChI: InChI=1S/C30H26O12/c1-14-27(41-22(35)10-5-15-3-2-4-18(32)11-15)25(37)26(38)30(39-14)42-29-24(36)23-20(34)12-19(33)13-21(23)40-28(29)16-6-8-17(31)9-7-16/h2-14,25-27,30-34,37-38H,1H3
• InChI Key: RHUHUHCSWSRUQC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₂
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.14242626 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8382	83.82%
Caco-2	-	0.8576	85.76%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6446	64.46%
OATP2B1 inhibitior	-	0.5542	55.42%
OATP1B1 inhibitior	+	0.8504	85.04%
OATP1B3 inhibitior	+	0.9791	97.91%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7707	77.07%
P-glycoprotein inhibitior	+	0.7211	72.11%
P-glycoprotein substrate	+	0.6113	61.13%
CYP3A4 substrate	+	0.6913	69.13%
CYP2C9 substrate	-	0.8189	81.89%
CYP2D6 substrate	-	0.8775	87.75%
CYP3A4 inhibition	-	0.7348	73.48%
CYP2C9 inhibition	-	0.6033	60.33%
CYP2C19 inhibition	-	0.7330	73.30%
CYP2D6 inhibition	-	0.9586	95.86%
CYP1A2 inhibition	-	0.7881	78.81%
CYP2C8 inhibition	+	0.9080	90.80%
CYP inhibitory promiscuity	-	0.5988	59.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4862	48.62%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8976	89.76%
Skin irritation	-	0.6624	66.24%
Skin corrosion	-	0.9146	91.46%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6214	62.14%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6101	61.01%
skin sensitisation	-	0.8517	85.17%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9384	93.84%
Acute Oral Toxicity (c)	III	0.4728	47.28%
Estrogen receptor binding	+	0.7486	74.86%
Androgen receptor binding	+	0.8127	81.27%
Thyroid receptor binding	+	0.5443	54.43%
Glucocorticoid receptor binding	+	0.7529	75.29%
Aromatase binding	-	0.5415	54.15%
PPAR gamma	+	0.7002	70.02%
Honey bee toxicity	-	0.7540	75.40%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9842	98.42%

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	99.34%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.01%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.86%	86.33%
CHEMBL2581	P07339	Cathepsin D	97.93%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.01%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	93.80%	94.73%
CHEMBL3194	P02766	Transthyretin	93.70%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	93.57%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.60%	95.64%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.26%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.06%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.78%	95.50%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	86.60%	88.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.42%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.61%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.51%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.24%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.75%	91.71%
CHEMBL4530	P00488	Coagulation factor XIII	83.74%	96.00%
CHEMBL242	Q92731	Estrogen receptor beta	82.12%	98.35%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.03%	97.53%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.20%	97.09%

Plants that contains it

• Qualea grandiflora

Cross-Links

• PubChem: 163095811
• LOTUS: LTS0117325
• wikiData: Q104196610