Phelligridin C

Details

• Internal ID: 173033e0-1e67-4323-9d7d-e89c09161f3c
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 8,9-dihydroxy-3-[(E)-2-(4-hydroxyphenyl)ethenyl]pyrano[4,3-c]isochromene-1,6-dione
• SMILES (Canonical): C1=CC(=CC=C1C=CC2=CC3=C(C4=CC(=C(C=C4C(=O)O3)O)O)C(=O)O2)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C2=CC3=C(C4=CC(=C(C=C4C(=O)O3)O)O)C(=O)O2)O
• InChI: InChI=1S/C20H12O7/c21-11-4-1-10(2-5-11)3-6-12-7-17-18(20(25)26-12)13-8-15(22)16(23)9-14(13)19(24)27-17/h1-9,21-23H/b6-3+
• InChI Key: PHNDPMPVQSECSJ-ZZXKWVIFSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₂O₇
• Molecular Weight: 364.30 g/mol
• Exact Mass: 364.05830272 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• Meshimakobnol B
• CHEMBL520568

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8833	88.33%
Caco-2	-	0.8387	83.87%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6614	66.14%
OATP2B1 inhibitior	-	0.5694	56.94%
OATP1B1 inhibitior	+	0.8987	89.87%
OATP1B3 inhibitior	+	0.9880	98.80%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5976	59.76%
P-glycoprotein inhibitior	-	0.7875	78.75%
P-glycoprotein substrate	-	0.8399	83.99%
CYP3A4 substrate	+	0.5055	50.55%
CYP2C9 substrate	-	0.5942	59.42%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.8155	81.55%
CYP2C9 inhibition	+	0.6628	66.28%
CYP2C19 inhibition	-	0.6151	61.51%
CYP2D6 inhibition	-	0.9426	94.26%
CYP1A2 inhibition	-	0.8216	82.16%
CYP2C8 inhibition	-	0.5894	58.94%
CYP inhibitory promiscuity	-	0.8997	89.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6172	61.72%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.4900	49.00%
Skin irritation	+	0.5463	54.63%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5149	51.49%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5016	50.16%
skin sensitisation	-	0.6936	69.36%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7196	71.96%
Acute Oral Toxicity (c)	II	0.6130	61.30%
Estrogen receptor binding	+	0.8704	87.04%
Androgen receptor binding	+	0.9336	93.36%
Thyroid receptor binding	+	0.5915	59.15%
Glucocorticoid receptor binding	+	0.8896	88.96%
Aromatase binding	+	0.7896	78.96%
PPAR gamma	+	0.9038	90.38%
Honey bee toxicity	-	0.7925	79.25%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9814	98.14%

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	99.35%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.86%	91.49%
CHEMBL3194	P02766	Transthyretin	96.12%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.68%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.95%	95.56%
CHEMBL2039	P27338	Monoamine oxidase B	93.94%	92.51%
CHEMBL242	Q92731	Estrogen receptor beta	93.46%	98.35%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.35%	93.99%
CHEMBL2581	P07339	Cathepsin D	86.59%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.95%	86.33%
CHEMBL3959	P16083	Quinone reductase 2	82.89%	89.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.43%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	81.84%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.29%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.11%	99.15%

Plants that contains it

• Commiphora mukul
• Tanacetum parthenium

Cross-Links

• PubChem: 10248188
• NPASS: NPC290664
• ChEMBL: CHEMBL520568
• LOTUS: LTS0118048
• wikiData: Q105209109