Pityrogrammin

Details

• Internal ID: 37921acb-641f-4841-85d1-f6e7bc24dd36
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5,7-trihydroxy-8-methoxy-6-methyl-2-phenylchromen-4-one
• SMILES (Canonical): CC1=C(C2=C(C(=C1O)OC)OC(=C(C2=O)O)C3=CC=CC=C3)O
• SMILES (Isomeric): CC1=C(C2=C(C(=C1O)OC)OC(=C(C2=O)O)C3=CC=CC=C3)O
• InChI: InChI=1S/C17H14O6/c1-8-11(18)10-13(20)14(21)15(9-6-4-3-5-7-9)23-16(10)17(22-2)12(8)19/h3-7,18-19,21H,1-2H3
• InChI Key: YFIWRRATEOOANM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 55601-60-0
• 3,5,7-Trihydroxy-8-methoxy-6-methyl-2-phenyl-4H-1-benzopyran-4-one
• LMPK12113085
• AKOS040763228

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9440	94.40%
Caco-2	-	0.5172	51.72%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6642	66.42%
OATP2B1 inhibitior	-	0.6977	69.77%
OATP1B1 inhibitior	+	0.8990	89.90%
OATP1B3 inhibitior	+	0.9261	92.61%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6125	61.25%
P-glycoprotein inhibitior	+	0.6215	62.15%
P-glycoprotein substrate	-	0.8799	87.99%
CYP3A4 substrate	-	0.5206	52.06%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	+	0.7817	78.17%
CYP2C9 inhibition	+	0.6258	62.58%
CYP2C19 inhibition	+	0.8187	81.87%
CYP2D6 inhibition	-	0.6249	62.49%
CYP1A2 inhibition	+	0.8668	86.68%
CYP2C8 inhibition	+	0.5768	57.68%
CYP inhibitory promiscuity	+	0.8459	84.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6581	65.81%
Eye corrosion	-	0.9779	97.79%
Eye irritation	+	0.7721	77.21%
Skin irritation	-	0.6522	65.22%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6636	66.36%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9222	92.22%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6646	66.46%
Acute Oral Toxicity (c)	III	0.5920	59.20%
Estrogen receptor binding	+	0.7549	75.49%
Androgen receptor binding	+	0.5894	58.94%
Thyroid receptor binding	+	0.6655	66.55%
Glucocorticoid receptor binding	+	0.8086	80.86%
Aromatase binding	+	0.6663	66.63%
PPAR gamma	+	0.8077	80.77%
Honey bee toxicity	-	0.9226	92.26%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8636	86.36%

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	97.79%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.53%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.35%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.21%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.25%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.24%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.05%	95.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.72%	94.08%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	81.80%	95.48%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	80.67%	98.21%

Plants that contains it

• Carthamus arborescens
• Cephalotaxus fortunei

Cross-Links

• PubChem: 14583638
• NPASS: NPC262908