3-[(2S,3S,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-methoxychromen-4-one

Details

• Internal ID: eac44c5b-57df-4170-ae55-1b912165d0c3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[(2S,3S,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-methoxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=C(C2=O)C(=CC(=C3OC)O)O)C4=CC(=C(C=C4)O)O)OC5C(C(C(CO5)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC2=C(OC3=C(C2=O)C(=CC(=C3OC)O)O)C4=CC(=C(C=C4)O)O)O[C@@H]5[C@@H]([C@@H]([C@@H](CO5)O)O)O)O)O
• InChI: InChI=1S/C27H30O16/c1-8-16(33)19(36)25(43-26-20(37)17(34)14(32)7-39-26)27(40-8)42-24-18(35)15-12(30)6-13(31)22(38-2)23(15)41-21(24)9-3-4-10(28)11(29)5-9/h3-6,8,14,16-17,19-20,25-34,36-37H,7H2,1-2H3/t8-,14+,16-,17+,19+,20+,25-,26+,27-/m0/s1
• InChI Key: ODZMJPVELZCHTN-LENIAKKCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₆
• Molecular Weight: 610.50 g/mol
• Exact Mass: 610.15338487 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.04
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6844	68.44%
Caco-2	-	0.8993	89.93%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5992	59.92%
OATP2B1 inhibitior	-	0.5761	57.61%
OATP1B1 inhibitior	+	0.9277	92.77%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7560	75.60%
P-glycoprotein inhibitior	-	0.5330	53.30%
P-glycoprotein substrate	+	0.5672	56.72%
CYP3A4 substrate	+	0.6605	66.05%
CYP2C9 substrate	-	0.7502	75.02%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.8363	83.63%
CYP2C9 inhibition	-	0.9526	95.26%
CYP2C19 inhibition	-	0.9382	93.82%
CYP2D6 inhibition	-	0.8836	88.36%
CYP1A2 inhibition	-	0.8867	88.67%
CYP2C8 inhibition	+	0.6507	65.07%
CYP inhibitory promiscuity	-	0.8890	88.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6710	67.10%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9001	90.01%
Skin irritation	-	0.7989	79.89%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	+	0.5263	52.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.3901	39.01%
Micronuclear	+	0.7633	76.33%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.9308	93.08%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9561	95.61%
Acute Oral Toxicity (c)	III	0.6883	68.83%
Estrogen receptor binding	+	0.8328	83.28%
Androgen receptor binding	+	0.6034	60.34%
Thyroid receptor binding	+	0.5695	56.95%
Glucocorticoid receptor binding	+	0.6977	69.77%
Aromatase binding	+	0.5749	57.49%
PPAR gamma	+	0.6905	69.05%
Honey bee toxicity	-	0.7277	72.77%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7888	78.88%

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	99.84%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.69%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.24%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.64%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.57%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.18%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.33%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.14%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.41%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.52%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.64%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	86.22%	94.73%
CHEMBL4208	P20618	Proteasome component C5	84.35%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.14%	92.94%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.74%	97.36%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.37%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.33%	94.45%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.33%	95.53%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.49%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.32%	95.89%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.24%	92.78%

Plants that contains it

• Butea superba

Cross-Links

• PubChem: 163067597
• LOTUS: LTS0240088
• wikiData: Q105190126