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

Details

• Internal ID: 94479e5a-cb25-4045-a991-a0ea9ba0b7f4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 5,7-dihydroxy-2-[3-hydroxy-4-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(C=C(C=C3)C4=CC(=O)C5=C(C=C(C=C5O4)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H]([C@@H]([C@@H](O1)OC[C@H]2[C@H]([C@H]([C@@H]([C@@H](O2)OC3=C(C=C(C=C3)C4=CC(=O)C5=C(C=C(C=C5O4)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O15/c1-9-20(32)22(34)24(36)26(39-9)38-8-18-21(33)23(35)25(37)27(42-18)41-15-3-2-10(4-12(15)29)16-7-14(31)19-13(30)5-11(28)6-17(19)40-16/h2-7,9,18,20-30,32-37H,8H2,1H3/t9-,18-,20-,21+,22-,23+,24-,25-,26+,27+/m0/s1
• InChI Key: WDQNUWOVEJHDOP-NFMMZDFVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₅
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.15847025 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.39
• H-Bond Acceptor: 15
• 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	+	0.5564	55.64%
Caco-2	-	0.8957	89.57%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7477	74.77%
OATP2B1 inhibitior	-	0.5638	56.38%
OATP1B1 inhibitior	+	0.9071	90.71%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6314	63.14%
P-glycoprotein inhibitior	-	0.5963	59.63%
P-glycoprotein substrate	+	0.7072	70.72%
CYP3A4 substrate	+	0.5668	56.68%
CYP2C9 substrate	-	0.7354	73.54%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.9249	92.49%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9545	95.45%
CYP1A2 inhibition	-	0.8673	86.73%
CYP2C8 inhibition	+	0.7862	78.62%
CYP inhibitory promiscuity	-	0.6787	67.87%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9107	91.07%
Skin irritation	-	0.8089	80.89%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4920	49.20%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9325	93.25%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8886	88.86%
Acute Oral Toxicity (c)	III	0.5971	59.71%
Estrogen receptor binding	+	0.7509	75.09%
Androgen receptor binding	-	0.5076	50.76%
Thyroid receptor binding	+	0.5466	54.66%
Glucocorticoid receptor binding	+	0.5658	56.58%
Aromatase binding	+	0.5767	57.67%
PPAR gamma	+	0.6937	69.37%
Honey bee toxicity	-	0.7465	74.65%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6799	67.99%
Fish aquatic toxicity	+	0.8993	89.93%

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	98.45%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.76%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.62%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.48%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.56%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.13%	86.33%
CHEMBL3194	P02766	Transthyretin	94.22%	90.71%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.69%	83.57%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.27%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	91.18%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.03%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.27%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.53%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.34%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.09%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.97%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.19%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	83.65%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.85%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.01%	95.89%

Plants that contains it

• Dalbergia spruceana

Cross-Links

• PubChem: 162914234
• LOTUS: LTS0074467
• wikiData: Q105302599