1-O-[[6-[4-(5,7-dihydroxy-6,8-dimethoxy-4-oxochromen-2-yl)-2-methoxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl] 5-O-[[3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,8-dimethoxy-4-oxochromen-7-yl]oxyoxan-2-yl]methyl] 3-hydroxy-3-methylpentanedioate

Details

• Internal ID: 2d8c0f0e-811a-4043-b965-a5772c006c9d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 1-O-[[6-[4-(5,7-dihydroxy-6,8-dimethoxy-4-oxochromen-2-yl)-2-methoxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl] 5-O-[[3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,8-dimethoxy-4-oxochromen-7-yl]oxyoxan-2-yl]methyl] 3-hydroxy-3-methylpentanedioate
• SMILES (Canonical): CC(CC(=O)OCC1C(C(C(C(O1)OC2=C(C=C(C=C2)C3=CC(=O)C4=C(C(=C(C(=C4O3)OC)O)OC)O)OC)O)O)O)(CC(=O)OCC5C(C(C(C(O5)OC6=C(C(=C7C(=O)C=C(OC7=C6OC)C8=CC(=C(C=C8)O)OC)O)OC)O)O)O)O
• SMILES (Isomeric): CC(CC(=O)OCC1C(C(C(C(O1)OC2=C(C=C(C=C2)C3=CC(=O)C4=C(C(=C(C(=C4O3)OC)O)OC)O)OC)O)O)O)(CC(=O)OCC5C(C(C(C(O5)OC6=C(C(=C7C(=O)C=C(OC7=C6OC)C8=CC(=C(C=C8)O)OC)O)OC)O)O)O)O
• InChI: InChI=1S/C54H58O29/c1-54(69,16-32(58)76-18-30-36(60)40(64)42(66)52(81-30)80-25-11-9-21(13-29(25)71-3)27-14-23(56)34-38(62)47(72-4)44(68)49(74-6)45(34)78-27)17-33(59)77-19-31-37(61)41(65)43(67)53(82-31)83-51-48(73-5)39(63)35-24(57)15-26(79-46(35)50(51)75-7)20-8-10-22(55)28(12-20)70-2/h8-15,30-31,36-37,40-43,52-53,55,60-69H,16-19H2,1-7H3
• InChI Key: MOGDUWJQHVRLBE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₅₈O₂₉
• Molecular Weight: 1171.00 g/mol
• Exact Mass: 1170.30637581 g/mol
• Topological Polar Surface Area (TPSA): 420.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.80
• H-Bond Acceptor: 29
• H-Bond Donor: 11
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5812	58.12%
Caco-2	-	0.8570	85.70%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5765	57.65%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.7983	79.83%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8046	80.46%
P-glycoprotein inhibitior	+	0.7446	74.46%
P-glycoprotein substrate	+	0.5833	58.33%
CYP3A4 substrate	+	0.6849	68.49%
CYP2C9 substrate	-	0.6473	64.73%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.9098	90.98%
CYP2C9 inhibition	-	0.9348	93.48%
CYP2C19 inhibition	-	0.9137	91.37%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.8802	88.02%
CYP2C8 inhibition	+	0.8398	83.98%
CYP inhibitory promiscuity	-	0.9494	94.94%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5929	59.29%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8971	89.71%
Skin irritation	-	0.8390	83.90%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.5692	56.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.7370	73.70%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9142	91.42%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9577	95.77%
Acute Oral Toxicity (c)	III	0.6170	61.70%
Estrogen receptor binding	+	0.6799	67.99%
Androgen receptor binding	+	0.7341	73.41%
Thyroid receptor binding	+	0.6520	65.20%
Glucocorticoid receptor binding	+	0.7486	74.86%
Aromatase binding	+	0.7031	70.31%
PPAR gamma	+	0.7901	79.01%
Honey bee toxicity	-	0.7503	75.03%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6549	65.49%
Fish aquatic toxicity	+	0.9548	95.48%

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	99.07%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.55%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.39%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.34%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.35%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	94.95%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.21%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.66%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.78%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.93%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.70%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.04%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.06%	96.21%
CHEMBL1951	P21397	Monoamine oxidase A	86.74%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	86.15%	94.73%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.87%	98.11%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.24%	96.90%
CHEMBL3194	P02766	Transthyretin	83.90%	90.71%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.82%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.76%	95.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.57%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.55%	95.89%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.84%	80.78%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.17%	94.33%

Plants that contains it

• Citrus medica

Cross-Links

• PubChem: 73829942
• LOTUS: LTS0015622
• wikiData: Q105168884