myrciacitrin II

Details

• Internal ID: bdfdea89-71be-4c0b-a6fc-37e556f94041
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: (2S)-5-hydroxy-2-(2-hydroxy-5-methoxyphenyl)-6,8-dimethyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1=C(C2=C(C(=C1OC3C(C(C(C(O3)CO)O)O)O)C)OC(CC2=O)C4=C(C=CC(=C4)OC)O)O
• SMILES (Isomeric): CC1=C(C2=C(C(=C1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C)O[C@@H](CC2=O)C4=C(C=CC(=C4)OC)O)O
• InChI: InChI=1S/C24H28O11/c1-9-18(28)17-14(27)7-15(12-6-11(32-3)4-5-13(12)26)33-23(17)10(2)22(9)35-24-21(31)20(30)19(29)16(8-25)34-24/h4-6,15-16,19-21,24-26,28-31H,7-8H2,1-3H3/t15-,16+,19+,20-,21+,24-/m0/s1
• InChI Key: NKSFQBQBCJYBBO-WUQIJIJDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₁₁
• Molecular Weight: 492.50 g/mol
• Exact Mass: 492.16316171 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.61
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

• 203734-34-3
• (2S)-5-hydroxy-2-(2-hydroxy-5-methoxyphenyl)-6,8-dimethyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one
• (2S)-6,8-dimethyl-5,7,2'-trihydroxy-5'-methoxy-flavanone-7-O-beta-D-glucopyranoside
• (2S)-5-hydroxy-2-(2-hydroxy-5-methoxyphenyl)-6,8-dimethyl-4-oxo-3,4-dihydro-2H-chromen-7-yl beta-D-glucopyranoside
• CHEBI:66418
• DTXSID60942533
• Q27134975
• 5-Hydroxy-2-(2-hydroxy-5-methoxyphenyl)-6,8-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl hexopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5088	50.88%
Caco-2	-	0.8400	84.00%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6030	60.30%
OATP2B1 inhibitior	-	0.8492	84.92%
OATP1B1 inhibitior	+	0.8474	84.74%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6023	60.23%
P-glycoprotein inhibitior	-	0.5325	53.25%
P-glycoprotein substrate	-	0.7554	75.54%
CYP3A4 substrate	+	0.6452	64.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8479	84.79%
CYP3A4 inhibition	-	0.9371	93.71%
CYP2C9 inhibition	-	0.9410	94.10%
CYP2C19 inhibition	-	0.9438	94.38%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.9134	91.34%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.7474	74.74%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7050	70.50%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9075	90.75%
Skin irritation	-	0.8406	84.06%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4496	44.96%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.6573	65.73%
skin sensitisation	-	0.9409	94.09%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7476	74.76%
Acute Oral Toxicity (c)	III	0.6685	66.85%
Estrogen receptor binding	+	0.8783	87.83%
Androgen receptor binding	+	0.5677	56.77%
Thyroid receptor binding	+	0.5897	58.97%
Glucocorticoid receptor binding	+	0.7175	71.75%
Aromatase binding	+	0.5458	54.58%
PPAR gamma	+	0.6760	67.60%
Honey bee toxicity	-	0.7873	78.73%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7605	76.05%

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	99.65%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.42%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.35%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.40%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.37%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.04%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.44%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.62%	99.17%
CHEMBL4208	P20618	Proteasome component C5	90.79%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.42%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.74%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	89.32%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.93%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.28%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.23%	96.21%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.09%	92.62%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.88%	97.36%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.82%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.36%	86.92%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.27%	91.07%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.42%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	80.11%	94.73%

Plants that contains it

• Myrcia multiflora

Cross-Links

• PubChem: 183138
• NPASS: NPC27370
• LOTUS: LTS0021745
• wikiData: Q27134975