[(2R,3R,4R,5R,6S)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 409d1a35-2e25-4dcd-9f60-78c3fb4eb8d0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2R,3R,4R,5R,6S)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O
• InChI: InChI=1S/C28H24O15/c1-9-20(35)23(38)26(42-27(39)11-5-16(33)21(36)17(34)6-11)28(40-9)43-25-22(37)19-15(32)7-12(29)8-18(19)41-24(25)10-2-3-13(30)14(31)4-10/h2-9,20,23,26,28-36,38H,1H3/t9-,20-,23+,26+,28+/m0/s1
• InChI Key: KTTNFIOZYNBKEY-USUOZKPHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₁₅
• Molecular Weight: 600.50 g/mol
• Exact Mass: 600.11152005 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7495	74.95%
Caco-2	-	0.8763	87.63%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7171	71.71%
OATP2B1 inhibitior	-	0.5512	55.12%
OATP1B1 inhibitior	+	0.7892	78.92%
OATP1B3 inhibitior	+	0.9745	97.45%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7008	70.08%
P-glycoprotein inhibitior	+	0.7086	70.86%
P-glycoprotein substrate	+	0.5353	53.53%
CYP3A4 substrate	+	0.6817	68.17%
CYP2C9 substrate	-	0.6564	65.64%
CYP2D6 substrate	-	0.8709	87.09%
CYP3A4 inhibition	-	0.8307	83.07%
CYP2C9 inhibition	-	0.8102	81.02%
CYP2C19 inhibition	-	0.8717	87.17%
CYP2D6 inhibition	-	0.9680	96.80%
CYP1A2 inhibition	-	0.6999	69.99%
CYP2C8 inhibition	+	0.9298	92.98%
CYP inhibitory promiscuity	-	0.7743	77.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8718	87.18%
Skin irritation	-	0.6672	66.72%
Skin corrosion	-	0.9176	91.76%
Ames mutagenesis	+	0.5963	59.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7326	73.26%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.9127	91.27%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9646	96.46%
Acute Oral Toxicity (c)	III	0.5185	51.85%
Estrogen receptor binding	+	0.7806	78.06%
Androgen receptor binding	+	0.7695	76.95%
Thyroid receptor binding	+	0.5533	55.33%
Glucocorticoid receptor binding	+	0.6926	69.26%
Aromatase binding	-	0.5637	56.37%
PPAR gamma	+	0.7421	74.21%
Honey bee toxicity	-	0.7950	79.50%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5250	52.50%
Fish aquatic toxicity	+	0.9611	96.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.88%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.55%	91.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	98.92%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.51%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.43%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.37%	98.95%
CHEMBL3194	P02766	Transthyretin	96.33%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.99%	94.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	93.65%	83.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.78%	99.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	91.67%	94.42%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.40%	80.78%
CHEMBL3401	O75469	Pregnane X receptor	89.99%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.82%	95.78%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.40%	81.11%
CHEMBL4208	P20618	Proteasome component C5	88.43%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.10%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.53%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.14%	90.71%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	86.21%	97.53%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.01%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.61%	95.56%
CHEMBL4530	P00488	Coagulation factor XIII	80.88%	96.00%

Plants that contains it

• Aesculus hippocastanum
• Ardisia japonica
• Ginkgo biloba
• Houttuynia cordata
• Hypericum perforatum
• Koelreuteria paniculata
• Platycladus orientalis
• Polygonum aviculare
• Polygonum thunbergii
• Prunus tomentosa
• Saururus chinensis

Cross-Links

• PubChem: 10393794
• NPASS: NPC84811