Murracarpin

Details

• Internal ID: bec73d78-e4bd-4100-8dff-11e253c9297d
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-(2-hydroxy-1-methoxy-3-methylbut-3-enyl)-7-methoxychromen-2-one
• SMILES (Canonical): CC(=C)C(C(C1=C(C=CC2=C1OC(=O)C=C2)OC)OC)O
• SMILES (Isomeric): CC(=C)C(C(C1=C(C=CC2=C1OC(=O)C=C2)OC)OC)O
• InChI: InChI=1S/C16H18O5/c1-9(2)14(18)16(20-4)13-11(19-3)7-5-10-6-8-12(17)21-15(10)13/h5-8,14,16,18H,1H2,2-4H3
• InChI Key: DBPWCIPDCMVUFT-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.11542367 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• 120786-76-7
• Albiflorin-3
• Compound NP-015491
• DTXSID101347907
• 8-(2-hydroxy-1-methoxy-3-methylbut-3-enyl)-7-methoxychromen-2-one
• AKOS040738750

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9786	97.86%
Caco-2	+	0.6837	68.37%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5955	59.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9269	92.69%
OATP1B3 inhibitior	+	0.9570	95.70%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5378	53.78%
P-glycoprotein inhibitior	-	0.6686	66.86%
P-glycoprotein substrate	-	0.8207	82.07%
CYP3A4 substrate	-	0.5205	52.05%
CYP2C9 substrate	-	0.8331	83.31%
CYP2D6 substrate	-	0.8191	81.91%
CYP3A4 inhibition	+	0.5215	52.15%
CYP2C9 inhibition	-	0.9440	94.40%
CYP2C19 inhibition	+	0.7105	71.05%
CYP2D6 inhibition	-	0.9121	91.21%
CYP1A2 inhibition	+	0.5697	56.97%
CYP2C8 inhibition	-	0.7762	77.62%
CYP inhibitory promiscuity	+	0.6255	62.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5343	53.43%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.8137	81.37%
Skin irritation	-	0.6881	68.81%
Skin corrosion	-	0.9789	97.89%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4820	48.20%
Micronuclear	+	0.8059	80.59%
Hepatotoxicity	+	0.5050	50.50%
skin sensitisation	-	0.8134	81.34%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5958	59.58%
Acute Oral Toxicity (c)	II	0.6262	62.62%
Estrogen receptor binding	+	0.5748	57.48%
Androgen receptor binding	+	0.6330	63.30%
Thyroid receptor binding	+	0.6388	63.88%
Glucocorticoid receptor binding	-	0.5070	50.70%
Aromatase binding	+	0.5977	59.77%
PPAR gamma	+	0.7646	76.46%
Honey bee toxicity	-	0.8101	81.01%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9894	98.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.22%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.51%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.35%	94.00%
CHEMBL1255126	O15151	Protein Mdm4	88.45%	90.20%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.28%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.93%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.83%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.81%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.71%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.21%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.81%	94.45%

Plants that contains it

• Boenninghausenia albiflora

Cross-Links

• PubChem: 5319464
• NPASS: NPC175061