Cyrtominetin

Details

• Internal ID: 70564a78-dc59-474f-b2ad-1294d2b77fe9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6,8-dimethyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1=C(C(=C2C(=C1O)C(=O)CC(O2)C3=CC(=C(C=C3)O)O)C)O
• SMILES (Isomeric): CC1=C(C(=C2C(=C1O)C(=O)CC(O2)C3=CC(=C(C=C3)O)O)C)O
• InChI: InChI=1S/C17H16O6/c1-7-15(21)8(2)17-14(16(7)22)12(20)6-13(23-17)9-3-4-10(18)11(19)5-9/h3-5,13,18-19,21-22H,6H2,1-2H3
• InChI Key: AESMRHCYHARBLU-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• 95272-99-4
• 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6,8-dimethyl-2,3-dihydrochromen-4-one
• 3-hydroxyfarrerol
• D0VP9E
• Idb 1031
• MEGxp0_000359
• SCHEMBL1201687
• CHEMBL1224646
• IdB-1031
• DTXSID80915042
• EINECS 305-910-4
• LMPK12140413
• D,L-5,7,3',4'-Tetrahydroxy-6,8-dimethylflavanone
• (1)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-6,8-dimethyl-4-benzopyrone
• 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-6,8-dimethyl-2,3-dihydro-4H-1-benzopyran-4-one
• Rac-5,7-Dihydroxy-2-(3,4-dihydroxyphenyl)-6,8-dimethyl-2,3-dihydro-4H-1-benzopyran-4-one
• 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-6,8-dimethyl-, (+-)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8264	82.64%
Caco-2	+	0.4900	49.00%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6938	69.38%
OATP2B1 inhibitior	+	0.5547	55.47%
OATP1B1 inhibitior	+	0.9120	91.20%
OATP1B3 inhibitior	+	0.9871	98.71%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7858	78.58%
P-glycoprotein inhibitior	-	0.8912	89.12%
P-glycoprotein substrate	-	0.9323	93.23%
CYP3A4 substrate	-	0.5164	51.64%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7880	78.80%
CYP3A4 inhibition	+	0.7216	72.16%
CYP2C9 inhibition	-	0.5994	59.94%
CYP2C19 inhibition	-	0.7870	78.70%
CYP2D6 inhibition	-	0.7798	77.98%
CYP1A2 inhibition	+	0.8706	87.06%
CYP2C8 inhibition	-	0.7421	74.21%
CYP inhibitory promiscuity	-	0.5258	52.58%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6475	64.75%
Eye corrosion	-	0.9913	99.13%
Eye irritation	+	0.7948	79.48%
Skin irritation	-	0.6488	64.88%
Skin corrosion	-	0.8994	89.94%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5313	53.13%
Micronuclear	+	0.8459	84.59%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8508	85.08%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8207	82.07%
Acute Oral Toxicity (c)	III	0.4332	43.32%
Estrogen receptor binding	+	0.8405	84.05%
Androgen receptor binding	+	0.6707	67.07%
Thyroid receptor binding	+	0.6867	68.67%
Glucocorticoid receptor binding	+	0.8466	84.66%
Aromatase binding	-	0.5061	50.61%
PPAR gamma	+	0.7768	77.68%
Honey bee toxicity	-	0.8922	89.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8764	87.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.50%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.48%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.32%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.32%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.28%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.19%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.70%	97.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.54%	85.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.20%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.04%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.55%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	83.40%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.58%	96.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.55%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.28%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.17%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.93%	94.00%

Plants that contains it

• Cypripedium calceolus

Cross-Links

• PubChem: 125309
• NPASS: NPC192083