Malbranpyrrole B

Details

• Internal ID: 8d951c1a-7bf6-42db-8193-92d316025076
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 2,3,3,7-tetramethyl-6-[(1E,3E)-3-methyl-4-(1H-pyrrol-2-yl)buta-1,3-dienyl]-2H-furo[3,2-c]pyran-4-one
• SMILES (Canonical): CC1C(C2=C(O1)C(=C(OC2=O)C=CC(=CC3=CC=CN3)C)C)(C)C
• SMILES (Isomeric): CC1C(C2=C(O1)C(=C(OC2=O)/C=C/C(=C/C3=CC=CN3)/C)C)(C)C
• InChI: InChI=1S/C20H23NO3/c1-12(11-15-7-6-10-21-15)8-9-16-13(2)18-17(19(22)24-16)20(4,5)14(3)23-18/h6-11,14,21H,1-5H3/b9-8+,12-11+
• InChI Key: MBCKESWYYQOLQM-MVKOLZDDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃NO₃
• Molecular Weight: 325.40 g/mol
• Exact Mass: 325.16779360 g/mol
• Topological Polar Surface Area (TPSA): 51.30 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.45
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7169	71.69%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6161	61.61%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8725	87.25%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7863	78.63%
P-glycoprotein inhibitior	+	0.6640	66.40%
P-glycoprotein substrate	-	0.5992	59.92%
CYP3A4 substrate	+	0.6228	62.28%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	-	0.8616	86.16%
CYP3A4 inhibition	-	0.5494	54.94%
CYP2C9 inhibition	+	0.5748	57.48%
CYP2C19 inhibition	+	0.7123	71.23%
CYP2D6 inhibition	-	0.7928	79.28%
CYP1A2 inhibition	+	0.8620	86.20%
CYP2C8 inhibition	-	0.5818	58.18%
CYP inhibitory promiscuity	+	0.7715	77.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4878	48.78%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.8621	86.21%
Skin irritation	-	0.7331	73.31%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7672	76.72%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.6960	69.60%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6092	60.92%
Acute Oral Toxicity (c)	III	0.5269	52.69%
Estrogen receptor binding	+	0.9262	92.62%
Androgen receptor binding	+	0.5871	58.71%
Thyroid receptor binding	+	0.6857	68.57%
Glucocorticoid receptor binding	+	0.5832	58.32%
Aromatase binding	+	0.7647	76.47%
PPAR gamma	+	0.8196	81.96%
Honey bee toxicity	-	0.8329	83.29%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9447	94.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.35%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.55%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.89%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.80%	99.23%
CHEMBL2581	P07339	Cathepsin D	90.21%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	89.23%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	87.26%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.79%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.68%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.98%	93.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.32%	93.56%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.74%	85.30%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44597915
• LOTUS: LTS0096227
• wikiData: Q77568651