6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: 283c28c9-e4a8-4de0-9e33-e0fc813b5698
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=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[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O
• InChI: InChI=1S/C29H34O16/c1-39-12-5-3-11(4-6-12)14-7-13(32)19-15(41-14)8-16(40-2)26(22(19)35)44-29-27(24(37)21(34)18(10-31)43-29)45-28-25(38)23(36)20(33)17(9-30)42-28/h3-8,17-18,20-21,23-25,27-31,33-38H,9-10H2,1-2H3/t17-,18-,20-,21-,23+,24+,25-,27-,28+,29+/m1/s1
• InChI Key: KAJWTJDAJRTFSB-YWNDOQIWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₆
• Molecular Weight: 638.60 g/mol
• Exact Mass: 638.18468499 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.81
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5623	56.23%
Caco-2	-	0.8781	87.81%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5984	59.84%
OATP2B1 inhibitior	-	0.8465	84.65%
OATP1B1 inhibitior	+	0.7905	79.05%
OATP1B3 inhibitior	+	0.9748	97.48%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6693	66.93%
P-glycoprotein inhibitior	-	0.5490	54.90%
P-glycoprotein substrate	-	0.6078	60.78%
CYP3A4 substrate	+	0.6559	65.59%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9284	92.84%
CYP2C9 inhibition	-	0.9208	92.08%
CYP2C19 inhibition	-	0.9124	91.24%
CYP2D6 inhibition	-	0.9531	95.31%
CYP1A2 inhibition	-	0.9232	92.32%
CYP2C8 inhibition	+	0.6993	69.93%
CYP inhibitory promiscuity	-	0.7113	71.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7032	70.32%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9301	93.01%
Skin irritation	-	0.8442	84.42%
Skin corrosion	-	0.9614	96.14%
Ames mutagenesis	-	0.5264	52.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.3763	37.63%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9340	93.40%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9434	94.34%
Acute Oral Toxicity (c)	III	0.7041	70.41%
Estrogen receptor binding	+	0.8355	83.55%
Androgen receptor binding	+	0.7249	72.49%
Thyroid receptor binding	+	0.5299	52.99%
Glucocorticoid receptor binding	+	0.6596	65.96%
Aromatase binding	+	0.5940	59.40%
PPAR gamma	+	0.7484	74.84%
Honey bee toxicity	-	0.7204	72.04%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.7167	71.67%

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	99.58%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.19%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	98.18%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.62%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.30%	83.57%
CHEMBL2581	P07339	Cathepsin D	93.73%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.91%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.89%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.27%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.18%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.57%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	90.53%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.05%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.28%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	84.94%	94.73%
CHEMBL4208	P20618	Proteasome component C5	83.36%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.27%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.06%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.53%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.40%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.06%	94.45%

Plants that contains it

• Catalpa ovata

Cross-Links

• PubChem: 102158653
• LOTUS: LTS0155732
• wikiData: Q105137868