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

Details

• Internal ID: 4dfa6270-e5ff-4852-beb9-07d0ddb4d9d5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 5,7-dihydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)OC5C(C(C(C(O5)CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@@H](O5)CO)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(39-8)43-25-19(34)16-12(31)5-10(29)6-14(16)40-24(25)9-2-3-11(30)13(4-9)41-27-23(38)21(36)18(33)15(7-28)42-27/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8-,15-,17-,18+,20+,21-,22-,23+,26-,27+/m0/s1
• InChI Key: HQDURBOTRVCWOY-MLQCWKPSSA-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): 266.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -2.04
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4777	47.77%
Caco-2	-	0.9064	90.64%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6881	68.81%
OATP2B1 inhibitior	-	0.5604	56.04%
OATP1B1 inhibitior	+	0.9052	90.52%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4901	49.01%
P-glycoprotein inhibitior	-	0.5160	51.60%
P-glycoprotein substrate	-	0.5989	59.89%
CYP3A4 substrate	+	0.6297	62.97%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.9358	93.58%
CYP2C9 inhibition	-	0.9271	92.71%
CYP2C19 inhibition	-	0.9330	93.30%
CYP2D6 inhibition	-	0.9643	96.43%
CYP1A2 inhibition	-	0.8830	88.30%
CYP2C8 inhibition	+	0.8256	82.56%
CYP inhibitory promiscuity	-	0.7188	71.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7023	70.23%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8973	89.73%
Skin irritation	-	0.8192	81.92%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.6065	60.65%
Human Ether-a-go-go-Related Gene inhibition	-	0.3628	36.28%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9312	93.12%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8609	86.09%
Acute Oral Toxicity (c)	III	0.5734	57.34%
Estrogen receptor binding	+	0.7886	78.86%
Androgen receptor binding	+	0.5719	57.19%
Thyroid receptor binding	+	0.5223	52.23%
Glucocorticoid receptor binding	+	0.5936	59.36%
Aromatase binding	-	0.5279	52.79%
PPAR gamma	+	0.6762	67.62%
Honey bee toxicity	-	0.7867	78.67%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5899	58.99%
Fish aquatic toxicity	+	0.8289	82.89%

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	98.95%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.58%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.91%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.22%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.46%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.58%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.76%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.68%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.35%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.09%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.49%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.95%	86.92%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.26%	95.78%
CHEMBL3194	P02766	Transthyretin	86.62%	90.71%
CHEMBL220	P22303	Acetylcholinesterase	85.15%	94.45%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.21%	95.64%
CHEMBL4208	P20618	Proteasome component C5	81.62%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.52%	90.71%

Plants that contains it

• Myrsine seguinii

Cross-Links

• PubChem: 162904314
• LOTUS: LTS0061874
• wikiData: Q105032201