5-hydroxy-3,7-dimethoxy-2-[3-methoxy-4-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-6-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 63381842-8b28-4674-94a5-7d907d6a91c5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 5-hydroxy-3,7-dimethoxy-2-[3-methoxy-4-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-6-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC4C(C(C(C(O4)CO)O)O)O)O)OC)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@@H](O4)CO)O)O)O)O)OC)O[C@H]5[C@@H]([C@H]([C@@H]([C@@H](O5)CO)O)O)O
• InChI: InChI=1S/C30H36O18/c1-41-12-6-10(4-5-11(12)45-29-24(39)22(37)18(33)15(8-31)46-29)26-28(43-3)21(36)17-13(44-26)7-14(42-2)27(20(17)35)48-30-25(40)23(38)19(34)16(9-32)47-30/h4-7,15-16,18-19,22-25,29-35,37-40H,8-9H2,1-3H3/t15-,16-,18+,19+,22-,23-,24+,25+,29+,30-/m0/s1
• InChI Key: FDCFULFSCKUVRP-XLGRCIGHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₁₈
• Molecular Weight: 684.60 g/mol
• Exact Mass: 684.19016430 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -2.45
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5613	56.13%
Caco-2	-	0.8846	88.46%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5797	57.97%
OATP2B1 inhibitior	-	0.7139	71.39%
OATP1B1 inhibitior	+	0.9080	90.80%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7652	76.52%
P-glycoprotein inhibitior	+	0.6272	62.72%
P-glycoprotein substrate	-	0.6041	60.41%
CYP3A4 substrate	+	0.6274	62.74%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9607	96.07%
CYP2C9 inhibition	-	0.9318	93.18%
CYP2C19 inhibition	-	0.9294	92.94%
CYP2D6 inhibition	-	0.9608	96.08%
CYP1A2 inhibition	-	0.9319	93.19%
CYP2C8 inhibition	+	0.8245	82.45%
CYP inhibitory promiscuity	-	0.7425	74.25%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6863	68.63%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9079	90.79%
Skin irritation	-	0.8525	85.25%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	-	0.5664	56.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6477	64.77%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9360	93.60%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9393	93.93%
Acute Oral Toxicity (c)	III	0.7015	70.15%
Estrogen receptor binding	+	0.8340	83.40%
Androgen receptor binding	+	0.5723	57.23%
Thyroid receptor binding	+	0.5224	52.24%
Glucocorticoid receptor binding	+	0.6717	67.17%
Aromatase binding	+	0.5956	59.56%
PPAR gamma	+	0.7058	70.58%
Honey bee toxicity	-	0.7685	76.85%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7149	71.49%
Fish aquatic toxicity	+	0.7238	72.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.11%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.89%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.46%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.68%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.16%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.19%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.30%	99.17%
CHEMBL220	P22303	Acetylcholinesterase	90.45%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.11%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	86.96%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.75%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.74%	96.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.51%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.17%	95.56%

Plants that contains it

• Chrysosplenium tetrandrum

Cross-Links

• PubChem: 163077486
• LOTUS: LTS0115569
• wikiData: Q104993504