Pibeneolignan I

Details

• Internal ID: 8a4b2434-653d-46b7-bdd3-c289dfb82cc1
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2S,3S,3aR)-2-(3,4-dimethoxyphenyl)-5-methoxy-3-methyl-3a-prop-2-enyl-2,3-dihydro-1-benzofuran-6-one
• InChI: InChI=1S/C21H24O5/c1-6-9-21-12-18(25-5)15(22)11-19(21)26-20(13(21)2)14-7-8-16(23-3)17(10-14)24-4/h6-8,10-13,20H,1,9H2,2-5H3/t13-,20+,21+/m1/s1
• InChI Key: CMTIOXAVRNUFAG-UBWHGVKJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₅
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.16237386 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.97
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 6

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	+	0.7229	72.29%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6662	66.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9051	90.51%
OATP1B3 inhibitior	+	0.9116	91.16%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7331	73.31%
P-glycoprotein inhibitior	+	0.7064	70.64%
P-glycoprotein substrate	-	0.5760	57.60%
CYP3A4 substrate	+	0.5830	58.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8099	80.99%
CYP3A4 inhibition	+	0.7761	77.61%
CYP2C9 inhibition	-	0.5892	58.92%
CYP2C19 inhibition	+	0.7194	71.94%
CYP2D6 inhibition	-	0.9052	90.52%
CYP1A2 inhibition	+	0.5834	58.34%
CYP2C8 inhibition	+	0.5475	54.75%
CYP inhibitory promiscuity	+	0.9367	93.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4558	45.58%
Eye corrosion	-	0.9783	97.83%
Eye irritation	-	0.8338	83.38%
Skin irritation	-	0.7404	74.04%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7285	72.85%
Micronuclear	-	0.5082	50.82%
Hepatotoxicity	+	0.5227	52.27%
skin sensitisation	-	0.7442	74.42%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5294	52.94%
Acute Oral Toxicity (c)	III	0.4436	44.36%
Estrogen receptor binding	+	0.8524	85.24%
Androgen receptor binding	+	0.5614	56.14%
Thyroid receptor binding	+	0.6575	65.75%
Glucocorticoid receptor binding	+	0.7091	70.91%
Aromatase binding	+	0.6882	68.82%
PPAR gamma	+	0.6193	61.93%
Honey bee toxicity	-	0.7173	71.73%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9951	99.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.93%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.35%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.60%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.38%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.30%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.58%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.34%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.25%	96.95%
CHEMBL4530	P00488	Coagulation factor XIII	85.60%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.89%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.69%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	83.40%	90.20%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.55%	89.62%
CHEMBL2535	P11166	Glucose transporter	81.46%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.45%	89.00%
CHEMBL4208	P20618	Proteasome component C5	81.01%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21722985
• LOTUS: LTS0097876
• wikiData: Q104965127