6-[6-Carboxyoxy-4,5-dihydroxy-2-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: aa15143a-0e8b-40a2-acbb-b39fba0411be
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 6-[6-carboxyoxy-4,5-dihydroxy-2-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)OC(=O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)OC(=O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)O)O
• InChI: InChI=1S/C28H28O19/c1-41-13-3-2-8(4-10(13)29)14-7-12(31)16-11(30)5-9(6-15(16)43-14)42-27-23(19(34)21(36)26(46-27)47-28(39)40)45-25-20(35)17(32)18(33)22(44-25)24(37)38/h2-7,17-23,25-27,29-30,32-36H,1H3,(H,37,38)(H,39,40)
• InChI Key: XTVJYGMJGXGPOQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₈O₁₉
• Molecular Weight: 668.50 g/mol
• Exact Mass: 668.12247866 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.37
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8031	80.31%
Caco-2	-	0.8939	89.39%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7028	70.28%
OATP2B1 inhibitior	-	0.5628	56.28%
OATP1B1 inhibitior	+	0.9331	93.31%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5800	58.00%
P-glycoprotein inhibitior	-	0.4755	47.55%
P-glycoprotein substrate	-	0.5095	50.95%
CYP3A4 substrate	+	0.6497	64.97%
CYP2C9 substrate	-	0.8140	81.40%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	-	0.8147	81.47%
CYP2C9 inhibition	-	0.8728	87.28%
CYP2C19 inhibition	-	0.8143	81.43%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.6797	67.97%
CYP2C8 inhibition	+	0.8555	85.55%
CYP inhibitory promiscuity	-	0.7815	78.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5996	59.96%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9044	90.44%
Skin irritation	-	0.7168	71.68%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	-	0.5964	59.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7472	74.72%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.8407	84.07%
skin sensitisation	-	0.9158	91.58%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9031	90.31%
Acute Oral Toxicity (c)	III	0.5776	57.76%
Estrogen receptor binding	+	0.7843	78.43%
Androgen receptor binding	+	0.6205	62.05%
Thyroid receptor binding	-	0.4870	48.70%
Glucocorticoid receptor binding	+	0.6316	63.16%
Aromatase binding	-	0.5118	51.18%
PPAR gamma	+	0.6946	69.46%
Honey bee toxicity	-	0.6637	66.37%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9395	93.95%

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	99.34%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.20%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.60%	89.00%
CHEMBL3194	P02766	Transthyretin	95.69%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.35%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.60%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.54%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.26%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.07%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.02%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.94%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.70%	95.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.85%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.68%	95.89%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.96%	81.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.77%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.59%	97.36%
CHEMBL340	P08684	Cytochrome P450 3A4	83.73%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.27%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.57%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.54%	83.57%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.47%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	82.31%	94.73%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	81.66%	89.23%

Plants that contains it

• Meehania fargesii

Cross-Links

• PubChem: 163044547
• LOTUS: LTS0258193
• wikiData: Q105341960