2'-Hydroxymatteucinol

Details

• Internal ID: 6b41c828-6536-429e-a339-8bedae2e9bd3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 4-O-methylated flavonoids
• IUPAC Name: (2S)-5,7-dihydroxy-2-(2-hydroxy-4-methoxyphenyl)-6,8-dimethyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1=C(C(=C2C(=C1O)C(=O)CC(O2)C3=C(C=C(C=C3)OC)O)C)O
• SMILES (Isomeric): CC1=C(C(=C2C(=C1O)C(=O)C[C@H](O2)C3=C(C=C(C=C3)OC)O)C)O
• InChI: InChI=1S/C18H18O6/c1-8-16(21)9(2)18-15(17(8)22)13(20)7-14(24-18)11-5-4-10(23-3)6-12(11)19/h4-6,14,19,21-22H,7H2,1-3H3/t14-/m0/s1
• InChI Key: HQZOFVWMNZVZIG-AWEZNQCLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₆
• Molecular Weight: 330.30 g/mol
• Exact Mass: 330.11033829 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 154320-34-0
• (2S)-5,7-dihydroxy-2-(2-hydroxy-4-methoxyphenyl)-6,8-dimethyl-2,3-dihydrochromen-4-one
• DTXSID00165587
• 5,7,2'-Trihydroxy-4'-methoxy-6,8-dimethylflavanone
• RefChem:80377
• DTXCID2088078
• 2/'-Hydroxymatteucinol
• (S)-2,3-Dihydro-5,7-dihydroxy-2-(2-hydroxy-4-methoxyphenyl)-6,8-dimethyl-4H-1-benzopyran-4-one
• SCHEMBL1230038
• LMPK12140504
• 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(2-hydroxy-4-methoxyphenyl)-6,8-dimethyl-, (S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9264	92.64%
Caco-2	+	0.5816	58.16%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7702	77.02%
OATP2B1 inhibitior	-	0.5798	57.98%
OATP1B1 inhibitior	+	0.8796	87.96%
OATP1B3 inhibitior	+	0.9523	95.23%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7261	72.61%
P-glycoprotein inhibitior	-	0.8130	81.30%
P-glycoprotein substrate	-	0.8284	82.84%
CYP3A4 substrate	+	0.5956	59.56%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.7747	77.47%
CYP3A4 inhibition	+	0.7163	71.63%
CYP2C9 inhibition	+	0.5745	57.45%
CYP2C19 inhibition	+	0.8072	80.72%
CYP2D6 inhibition	+	0.5749	57.49%
CYP1A2 inhibition	+	0.8955	89.55%
CYP2C8 inhibition	-	0.6022	60.22%
CYP inhibitory promiscuity	+	0.8145	81.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6063	60.63%
Eye corrosion	-	0.9880	98.80%
Eye irritation	+	0.5628	56.28%
Skin irritation	-	0.7630	76.30%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7107	71.07%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9458	94.58%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8351	83.51%
Acute Oral Toxicity (c)	III	0.4698	46.98%
Estrogen receptor binding	+	0.8722	87.22%
Androgen receptor binding	+	0.6617	66.17%
Thyroid receptor binding	+	0.6895	68.95%
Glucocorticoid receptor binding	+	0.8516	85.16%
Aromatase binding	-	0.5429	54.29%
PPAR gamma	+	0.7803	78.03%
Honey bee toxicity	-	0.8648	86.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8300	83.00%

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	97.70%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.32%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.64%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.36%	94.00%
CHEMBL2581	P07339	Cathepsin D	93.23%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.94%	96.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	91.86%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.29%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.62%	99.23%
CHEMBL4208	P20618	Proteasome component C5	87.63%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.35%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	86.24%	91.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.24%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.11%	93.65%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.18%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.45%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.93%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.89%	94.45%
CHEMBL2535	P11166	Glucose transporter	82.87%	98.75%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.85%	96.12%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.72%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.28%	92.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.91%	90.71%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.67%	92.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.01%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.91%	91.07%

Plants that contains it

• Garcinia livingstonei

Cross-Links

• PubChem: 160396
• NPASS: NPC1646
• LOTUS: LTS0249980
• wikiData: Q83034827