2-(3,4-dihydroxyphenyl)-5,8-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one

Details

• Internal ID: 2ce0a7f2-54a4-434f-8fa4-c1a5a6055c46
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-5,8-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C3=C(C(=C2)O)C(=O)C(=C(O3)C4=CC(=C(C=C4)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(C3=C(C(=C2)O)C(=O)C(=C(O3)C4=CC(=C(C=C4)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O17/c1-7-15(32)19(36)21(38)26(40-7)41-12-5-11(31)14-18(35)25(44-27-22(39)20(37)16(33)13(6-28)42-27)23(43-24(14)17(12)34)8-2-3-9(29)10(30)4-8/h2-5,7,13,15-16,19-22,26-34,36-39H,6H2,1H3/t7-,13+,15-,16+,19+,20-,21+,22+,26-,27-/m0/s1
• InChI Key: BXSLICKAYHSSIR-XVWZYKNYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₇
• Molecular Weight: 626.50 g/mol
• Exact Mass: 626.14829948 g/mol
• Topological Polar Surface Area (TPSA): 286.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.33
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• 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	-	0.9149	91.49%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6881	68.81%
OATP2B1 inhibitior	-	0.5608	56.08%
OATP1B1 inhibitior	+	0.9056	90.56%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7394	73.94%
P-glycoprotein inhibitior	-	0.5457	54.57%
P-glycoprotein substrate	-	0.6349	63.49%
CYP3A4 substrate	+	0.6192	61.92%
CYP2C9 substrate	-	0.6847	68.47%
CYP2D6 substrate	-	0.8618	86.18%
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	+	0.7134	71.34%
CYP inhibitory promiscuity	-	0.7188	71.88%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7023	70.23%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8906	89.06%
Skin irritation	-	0.8192	81.92%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	+	0.5572	55.72%
Human Ether-a-go-go-Related Gene inhibition	+	0.7834	78.34%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9312	93.12%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8800	88.00%
Acute Oral Toxicity (c)	III	0.5734	57.34%
Estrogen receptor binding	+	0.7823	78.23%
Androgen receptor binding	+	0.5694	56.94%
Thyroid receptor binding	-	0.5513	55.13%
Glucocorticoid receptor binding	+	0.5826	58.26%
Aromatase binding	-	0.4905	49.05%
PPAR gamma	+	0.6695	66.95%
Honey bee toxicity	-	0.7539	75.39%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6049	60.49%
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	99.76%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.29%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.88%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.77%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.48%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	94.81%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.21%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	89.71%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.29%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.21%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.10%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.42%	96.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.76%	86.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.30%	85.14%
CHEMBL220	P22303	Acetylcholinesterase	81.91%	94.45%
CHEMBL3194	P02766	Transthyretin	81.37%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.74%	97.36%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.74%	80.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.44%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.40%	95.64%

Plants that contains it

• Sinocrassula indica

Cross-Links

• PubChem: 25112365
• LOTUS: LTS0152949
• wikiData: Q104948221