Yuankanin

Details

• Internal ID: 15ef327b-dfb0-4054-9451-292c605fa274
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 2-(4-hydroxyphenyl)-7-methoxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=CC2=C(C(=C1)OC3C(C(C(C(O3)COC4C(C(C(CO4)O)O)O)O)O)O)C(=O)C=C(O2)C5=CC=C(C=C5)O
• SMILES (Isomeric): COC1=CC2=C(C(=C1)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@H]4[C@@H]([C@H]([C@@H](CO4)O)O)O)O)O)O)C(=O)C=C(O2)C5=CC=C(C=C5)O
• InChI: InChI=1S/C27H30O14/c1-36-13-6-17-20(14(29)8-16(39-17)11-2-4-12(28)5-3-11)18(7-13)40-27-25(35)23(33)22(32)19(41-27)10-38-26-24(34)21(31)15(30)9-37-26/h2-8,15,19,21-28,30-35H,9-10H2,1H3/t15-,19-,21+,22-,23+,24-,25-,26+,27-/m1/s1
• InChI Key: ZKIXACXWZQFVAB-MUCJXJSVSA-N
• Popularity: 1 reference 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: -1.40
• Atomic LogP (AlogP): -1.18
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

• 77099-20-8
• 4H-1-Benzopyran-4-one, 2-(4-hydroxyphenyl)-7-methoxy-5-((6-O-beta-D-xylopyranosyl-beta-D-glucopyranosyl)oxy)-
• 4H-1-Benzopyran-4-one,2-(4-hydroxyphenyl)-7-methoxy-5-[(6-O-b-D-xylopyranosyl-b-D-glucopyranosyl)oxy]-
• CHEMBL3121247
• DTXSID90227880
• AKOS040760765
• 2-(4-hydroxyphenyl)-7-methoxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• HY-121597
• CS-0082812
• 2-(4-Hydroxyphenyl)-7-methoxy-5-[(6-O-|A-D-xylopyranosyl-|A-D-glucopyranosyl)oxy]-4H-1-benzopyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4614	46.14%
Caco-2	-	0.9001	90.01%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6830	68.30%
OATP2B1 inhibitior	-	0.7107	71.07%
OATP1B1 inhibitior	+	0.8406	84.06%
OATP1B3 inhibitior	+	0.9586	95.86%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7137	71.37%
P-glycoprotein inhibitior	-	0.6087	60.87%
P-glycoprotein substrate	+	0.5208	52.08%
CYP3A4 substrate	+	0.6421	64.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8277	82.77%
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	+	0.6749	67.49%
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	-	0.9291	92.91%
Skin irritation	-	0.8303	83.03%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3944	39.44%
Micronuclear	+	0.5974	59.74%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9286	92.86%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9180	91.80%
Acute Oral Toxicity (c)	III	0.7024	70.24%
Estrogen receptor binding	+	0.8194	81.94%
Androgen receptor binding	+	0.7160	71.60%
Thyroid receptor binding	-	0.5097	50.97%
Glucocorticoid receptor binding	+	0.5849	58.49%
Aromatase binding	+	0.5740	57.40%
PPAR gamma	+	0.7291	72.91%
Honey bee toxicity	-	0.7619	76.19%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7049	70.49%
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	99.35%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.74%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.03%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.52%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.18%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.20%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.86%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.92%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.82%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.18%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.66%	94.45%
CHEMBL220	P22303	Acetylcholinesterase	88.12%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.71%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.63%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.42%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.37%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	84.78%	94.73%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.11%	96.77%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.91%	95.83%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.64%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.60%	91.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.13%	99.17%
CHEMBL4208	P20618	Proteasome component C5	81.60%	90.00%

Plants that contains it

• Aquilaria sinensis
• Daphne feddei
• Daphne genkwa
• Daphne gnidium
• Gnidia involucrata
• Solanum aculeatissimum

Cross-Links

• PubChem: 157000
• NPASS: NPC129827
• ChEMBL: CHEMBL3121247
• LOTUS: LTS0208047
• wikiData: Q83107721