Pyranonigrin C

Details

• Internal ID: 7905ebce-7d01-453d-bcad-3081a86a94fd
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 1,3,6-trihydroxy-2-methoxy-5-[(E)-prop-1-enyl]pyrano[3,2-b]pyrrol-7-one
• SMILES (Canonical): CC=CC1=C(C(=O)C2=C(O1)C(=C(N2O)OC)O)O
• SMILES (Isomeric): C/C=C/C1=C(C(=O)C2=C(O1)C(=C(N2O)OC)O)O
• InChI: InChI=1S/C11H11NO6/c1-3-4-5-7(13)8(14)6-10(18-5)9(15)11(17-2)12(6)16/h3-4,13,15-16H,1-2H3/b4-3+
• InChI Key: CALQMXHCWPUHBZ-ONEGZZNKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₁NO₆
• Molecular Weight: 253.21 g/mol
• Exact Mass: 253.05863707 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.28
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 1,3,6-trihydroxy-2-methoxy-5-((E)-prop-1-enyl)pyrano(3,2-b)pyrrol-7-one
• 1,3,6-trihydroxy-2-methoxy-5-[(E)-prop-1-enyl]pyrano[3,2-b]pyrrol-7-one
• RefChem:177426
• 773855-72-4
• CHEMBL512228

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8940	89.40%
Caco-2	-	0.5644	56.44%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.3829	38.29%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9175	91.75%
P-glycoprotein inhibitior	-	0.8711	87.11%
P-glycoprotein substrate	-	0.8602	86.02%
CYP3A4 substrate	-	0.5239	52.39%
CYP2C9 substrate	-	0.8187	81.87%
CYP2D6 substrate	-	0.8438	84.38%
CYP3A4 inhibition	-	0.8740	87.40%
CYP2C9 inhibition	-	0.7674	76.74%
CYP2C19 inhibition	-	0.6670	66.70%
CYP2D6 inhibition	-	0.8914	89.14%
CYP1A2 inhibition	-	0.5782	57.82%
CYP2C8 inhibition	-	0.7925	79.25%
CYP inhibitory promiscuity	-	0.5831	58.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8340	83.40%
Carcinogenicity (trinary)	Non-required	0.4960	49.60%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.6457	64.57%
Skin irritation	-	0.8036	80.36%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7253	72.53%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8469	84.69%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6994	69.94%
Acute Oral Toxicity (c)	III	0.6332	63.32%
Estrogen receptor binding	+	0.6204	62.04%
Androgen receptor binding	-	0.6847	68.47%
Thyroid receptor binding	-	0.5562	55.62%
Glucocorticoid receptor binding	+	0.8221	82.21%
Aromatase binding	+	0.5953	59.53%
PPAR gamma	+	0.6490	64.90%
Honey bee toxicity	-	0.8531	85.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.4059	40.59%

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	94.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.07%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.50%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.34%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.37%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.65%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.21%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.83%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.51%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11161098
• LOTUS: LTS0213294
• wikiData: Q104951468