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

Details

• Internal ID: e94482f2-f606-43bd-bbd2-ee272b8ea399
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 5-hydroxy-7-methoxy-2-[4-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O[C@H]4[C@H]([C@H]([C@H]([C@@H](O4)CO[C@@H]5[C@@H]([C@@H]([C@@H](CO5)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O14/c1-36-13-6-14(28)20-15(29)8-17(40-18(20)7-13)11-2-4-12(5-3-11)39-27-25(35)23(33)22(32)19(41-27)10-38-26-24(34)21(31)16(30)9-37-26/h2-8,16,19,21-28,30-35H,9-10H2,1H3/t16-,19+,21-,22+,23+,24-,25+,26-,27-/m1/s1
• InChI Key: KQBGCOBMJGLTEP-MUIMGZHPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₄
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.16355563 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.18
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4614	46.14%
Caco-2	-	0.8818	88.18%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6830	68.30%
OATP2B1 inhibitior	-	0.7086	70.86%
OATP1B1 inhibitior	+	0.9174	91.74%
OATP1B3 inhibitior	+	0.9586	95.86%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6143	61.43%
P-glycoprotein inhibitior	-	0.5403	54.03%
P-glycoprotein substrate	-	0.5126	51.26%
CYP3A4 substrate	+	0.6258	62.58%
CYP2C9 substrate	-	0.8664	86.64%
CYP2D6 substrate	-	0.8478	84.78%
CYP3A4 inhibition	-	0.9480	94.80%
CYP2C9 inhibition	-	0.9527	95.27%
CYP2C19 inhibition	-	0.9139	91.39%
CYP2D6 inhibition	-	0.9166	91.66%
CYP1A2 inhibition	-	0.9287	92.87%
CYP2C8 inhibition	+	0.6531	65.31%
CYP inhibitory promiscuity	-	0.8880	88.80%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6297	62.97%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9257	92.57%
Skin irritation	-	0.8303	83.03%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4700	47.00%
Micronuclear	+	0.5974	59.74%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.9286	92.86%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9657	96.57%
Acute Oral Toxicity (c)	III	0.7024	70.24%
Estrogen receptor binding	+	0.7855	78.55%
Androgen receptor binding	+	0.6746	67.46%
Thyroid receptor binding	+	0.5239	52.39%
Glucocorticoid receptor binding	-	0.5065	50.65%
Aromatase binding	+	0.5909	59.09%
PPAR gamma	+	0.7288	72.88%
Honey bee toxicity	-	0.7774	77.74%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7717	77.17%

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	99.72%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.58%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.52%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.89%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.53%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.96%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.83%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.34%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.15%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.58%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	87.69%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.53%	94.73%
CHEMBL4208	P20618	Proteasome component C5	87.03%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.91%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.82%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.42%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	85.36%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.27%	90.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.22%	96.77%
CHEMBL1907	P15144	Aminopeptidase N	84.29%	93.31%
CHEMBL1951	P21397	Monoamine oxidase A	84.17%	91.49%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.52%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.48%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.89%	92.62%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.89%	95.53%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.37%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.18%	95.50%

Plants that contains it

• Salvia moorcroftiana

Cross-Links

• PubChem: 162964846
• LOTUS: LTS0271029
• wikiData: Q105144449