3-O-[4,5-dihydroxy-2-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxy-6-methoxycarbonyloxan-3-yl] 1-O-methyl propanedioate

Details

• Internal ID: df5de729-edcd-43c2-ad62-d82ca945ebc1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: 3-O-[4,5-dihydroxy-2-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxy-6-methoxycarbonyloxan-3-yl] 1-O-methyl propanedioate
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)OC)O)O)OC(=O)CC(=O)OC)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)OC)O)O)OC(=O)CC(=O)OC)O)O
• InChI: InChI=1S/C27H26O15/c1-36-16-5-4-11(6-13(16)28)17-9-15(30)21-14(29)7-12(8-18(21)40-17)39-27-25(41-20(32)10-19(31)37-2)23(34)22(33)24(42-27)26(35)38-3/h4-9,22-25,27-29,33-34H,10H2,1-3H3
• InChI Key: SMQZJGPKINBXGZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₆O₁₅
• Molecular Weight: 590.50 g/mol
• Exact Mass: 590.12717012 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 15
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8741	87.41%
Caco-2	-	0.8663	86.63%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7397	73.97%
OATP2B1 inhibitior	-	0.5624	56.24%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.7885	78.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9341	93.41%
P-glycoprotein inhibitior	+	0.7603	76.03%
P-glycoprotein substrate	+	0.6400	64.00%
CYP3A4 substrate	+	0.6502	65.02%
CYP2C9 substrate	-	0.6278	62.78%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.9697	96.97%
CYP2C9 inhibition	-	0.9546	95.46%
CYP2C19 inhibition	-	0.9569	95.69%
CYP2D6 inhibition	-	0.9318	93.18%
CYP1A2 inhibition	-	0.9400	94.00%
CYP2C8 inhibition	+	0.8513	85.13%
CYP inhibitory promiscuity	-	0.8839	88.39%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6438	64.38%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9219	92.19%
Skin irritation	-	0.8171	81.71%
Skin corrosion	-	0.9571	95.71%
Ames mutagenesis	-	0.5264	52.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6869	68.69%
Micronuclear	+	0.6518	65.18%
Hepatotoxicity	-	0.8407	84.07%
skin sensitisation	-	0.9381	93.81%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8683	86.83%
Acute Oral Toxicity (c)	III	0.5989	59.89%
Estrogen receptor binding	+	0.8135	81.35%
Androgen receptor binding	+	0.6931	69.31%
Thyroid receptor binding	+	0.5310	53.10%
Glucocorticoid receptor binding	+	0.7230	72.30%
Aromatase binding	-	0.5519	55.19%
PPAR gamma	+	0.7256	72.56%
Honey bee toxicity	-	0.7112	71.12%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7149	71.49%
Fish aquatic toxicity	+	0.9510	95.10%

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	98.60%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.04%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.62%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.61%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.66%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.48%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.59%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.88%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.33%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.29%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.86%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.41%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	87.27%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.22%	95.56%
CHEMBL3194	P02766	Transthyretin	86.08%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.67%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.91%	95.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.85%	86.92%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.30%	81.11%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.13%	97.28%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.94%	96.21%
CHEMBL4208	P20618	Proteasome component C5	81.81%	90.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.59%	83.10%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.47%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.99%	95.89%

Plants that contains it

• Meehania fargesii

Cross-Links

• PubChem: 75150096
• LOTUS: LTS0218003
• wikiData: Q105256115