(2S,3S,4S,5S,6S)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(2S,3R,4S,5R,6R)-4,5,6-trihydroxy-2-methyloxan-3-yl]oxyoxan-3-yl]oxy-5-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-6-methyloxane-3,4-dicarbaldehyde

Details

• Internal ID: 401ba9e3-fdee-49cf-b6d8-a00ebed79daa
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: (2S,3S,4S,5S,6S)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(2S,3R,4S,5R,6R)-4,5,6-trihydroxy-2-methyloxan-3-yl]oxyoxan-3-yl]oxy-5-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-6-methyloxane-3,4-dicarbaldehyde
• SMILES (Canonical): CC1C(C(C(C(O1)O)O)O)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)C)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)C=O)C=O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O[C@H]3[C@@H]([C@@H]([C@@H]([C@@H](O3)C)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)C=O)C=O)O)O
• InChI: InChI=1S/C35H40O19/c1-12-28(52-32-23(42)22-19(41)7-16(40)8-20(22)50-30(32)14-3-5-15(39)6-4-14)17(9-36)18(10-37)34(49-12)54-31-21(11-38)51-35(27(46)25(31)44)53-29-13(2)48-33(47)26(45)24(29)43/h3-10,12-13,17-18,21,24-29,31,33-35,38-41,43-47H,11H2,1-2H3/t12-,13-,17-,18+,21+,24-,25+,26+,27+,28+,29-,31+,33+,34-,35-/m0/s1
• InChI Key: AMCDMWNGGJEBPI-QYSPSZETSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₀O₁₉
• Molecular Weight: 764.70 g/mol
• Exact Mass: 764.21637904 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -1.63
• H-Bond Acceptor: 19
• 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	-	0.6197	61.97%
Caco-2	-	0.8904	89.04%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6897	68.97%
OATP2B1 inhibitior	-	0.5688	56.88%
OATP1B1 inhibitior	+	0.8347	83.47%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7150	71.50%
P-glycoprotein inhibitior	+	0.6305	63.05%
P-glycoprotein substrate	+	0.6181	61.81%
CYP3A4 substrate	+	0.6798	67.98%
CYP2C9 substrate	-	0.6434	64.34%
CYP2D6 substrate	-	0.8580	85.80%
CYP3A4 inhibition	-	0.8442	84.42%
CYP2C9 inhibition	-	0.8395	83.95%
CYP2C19 inhibition	-	0.9393	93.93%
CYP2D6 inhibition	-	0.9605	96.05%
CYP1A2 inhibition	-	0.9199	91.99%
CYP2C8 inhibition	+	0.8102	81.02%
CYP inhibitory promiscuity	-	0.7285	72.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7343	73.43%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9077	90.77%
Skin irritation	-	0.8501	85.01%
Skin corrosion	-	0.9574	95.74%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6593	65.93%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.5071	50.71%
skin sensitisation	-	0.9289	92.89%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8583	85.83%
Acute Oral Toxicity (c)	III	0.5875	58.75%
Estrogen receptor binding	+	0.7850	78.50%
Androgen receptor binding	+	0.7172	71.72%
Thyroid receptor binding	+	0.5339	53.39%
Glucocorticoid receptor binding	+	0.6379	63.79%
Aromatase binding	-	0.5127	51.27%
PPAR gamma	+	0.7245	72.45%
Honey bee toxicity	-	0.7035	70.35%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8882	88.82%

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	99.42%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.21%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.99%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.74%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	93.70%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.65%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.99%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.83%	94.00%
CHEMBL3194	P02766	Transthyretin	91.40%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.10%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.55%	95.64%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.17%	83.57%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.91%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.26%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.15%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.81%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	83.77%	94.75%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.61%	95.83%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.38%	95.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.43%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.30%	94.45%

Plants that contains it

• Lysimachia christinae

Cross-Links

• PubChem: 6325461
• NPASS: NPC289879