Flavipin

Details

• Internal ID: 23c72a1b-95f3-4c55-a6b5-30c7f69f3295
• Taxonomy: Benzenoids > Phenols > Benzenetriols and derivatives > Pyrogallols and derivatives
• IUPAC Name: 3,4,5-trihydroxy-6-methylphthalaldehyde
• SMILES (Canonical): CC1=C(C(=C(C(=C1O)O)O)C=O)C=O
• SMILES (Isomeric): CC1=C(C(=C(C(=C1O)O)O)C=O)C=O
• InChI: InChI=1S/C9H8O5/c1-4-5(2-10)6(3-11)8(13)9(14)7(4)12/h2-3,12-14H,1H3
• InChI Key: COJARPHAKVBMFD-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈O₅
• Molecular Weight: 196.16 g/mol
• Exact Mass: 196.03717335 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• DTXSID50197479
• HY-N10295
• CS-0373679

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8864	88.64%
Caco-2	+	0.6773	67.73%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7770	77.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6991	69.91%
OATP1B3 inhibitior	+	0.9742	97.42%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9453	94.53%
P-glycoprotein inhibitior	-	0.9699	96.99%
P-glycoprotein substrate	-	0.9746	97.46%
CYP3A4 substrate	-	0.6672	66.72%
CYP2C9 substrate	-	0.6257	62.57%
CYP2D6 substrate	-	0.8347	83.47%
CYP3A4 inhibition	-	0.8337	83.37%
CYP2C9 inhibition	-	0.7590	75.90%
CYP2C19 inhibition	-	0.9621	96.21%
CYP2D6 inhibition	-	0.9183	91.83%
CYP1A2 inhibition	-	0.7043	70.43%
CYP2C8 inhibition	-	0.9653	96.53%
CYP inhibitory promiscuity	-	0.9187	91.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7808	78.08%
Carcinogenicity (trinary)	Non-required	0.7022	70.22%
Eye corrosion	-	0.7542	75.42%
Eye irritation	+	0.8898	88.98%
Skin irritation	+	0.7772	77.72%
Skin corrosion	+	0.8264	82.64%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7779	77.79%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	+	0.7999	79.99%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.6178	61.78%
Acute Oral Toxicity (c)	III	0.8107	81.07%
Estrogen receptor binding	+	0.5519	55.19%
Androgen receptor binding	-	0.5300	53.00%
Thyroid receptor binding	-	0.7889	78.89%
Glucocorticoid receptor binding	-	0.5340	53.40%
Aromatase binding	-	0.7038	70.38%
PPAR gamma	-	0.6449	64.49%
Honey bee toxicity	-	0.9617	96.17%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9146	91.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	97.70%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.61%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.62%	91.49%
CHEMBL2581	P07339	Cathepsin D	84.86%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	81.98%	94.73%

Plants that contains it

• Aconitum liangshanicum
• Aconitum sachalinense
• Ageratina gracilis
• Alstonia deplanchei
• Asteriscus graveolens
• Baccharis megapotamica
• Centrosema pascuorum
• Ceratozamia fuscoviridis
• Citrus glauca
• Critonia quadrangularis
• Ficus simplicissima
• Flemingia macrophylla
• Gynura bicolor
• Haplophyllum dauricum
• Marrubium supinum
• Metalasia capitata
• Orthosphenia mexicana
• Oxyanthus speciosus
• Quercus dentata
• Rheum tanguticum
• Rhynchopsidium pumilum
• Senecio latifolius
• Senecio peripotamus
• Solanum elaeagnifolium
• Stevia mercedensis
• Strychnos tabascana
• Styrax hookeri
• Swinglea glutinosa
• Theobroma cacao
• Thuja standishii
• Verbesina rupestris

Cross-Links

• PubChem: 3083587
• NPASS: NPC11016
• LOTUS: LTS0217152
• wikiData: Q77572481