(7S,8S)-7-(1,3-benzodioxol-5-yl)-8-methyl-5-prop-2-enyl-7,8-dihydrofuro[2,3-g][1,3]benzodioxole

Details

• Internal ID: a87deaa9-f885-46de-b75b-a2ad92fc0a0a
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (7S,8S)-7-(1,3-benzodioxol-5-yl)-8-methyl-5-prop-2-enyl-7,8-dihydrofuro[2,3-g][1,3]benzodioxole
• InChI: InChI=1S/C20H18O5/c1-3-4-12-8-16-20(24-10-23-16)17-11(2)18(25-19(12)17)13-5-6-14-15(7-13)22-9-21-14/h3,5-8,11,18H,1,4,9-10H2,2H3/t11-,18-/m0/s1
• InChI Key: CUSPGVOPDKVOQQ-VOJFVSQTSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.11542367 g/mol
• Topological Polar Surface Area (TPSA): 46.20 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.11
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	+	0.7783	77.83%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6827	68.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.9607	96.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7760	77.60%
P-glycoprotein inhibitior	+	0.6351	63.51%
P-glycoprotein substrate	-	0.8830	88.30%
CYP3A4 substrate	-	0.5158	51.58%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	+	0.3751	37.51%
CYP3A4 inhibition	+	0.8191	81.91%
CYP2C9 inhibition	+	0.8178	81.78%
CYP2C19 inhibition	+	0.8862	88.62%
CYP2D6 inhibition	+	0.6063	60.63%
CYP1A2 inhibition	+	0.7550	75.50%
CYP2C8 inhibition	-	0.7478	74.78%
CYP inhibitory promiscuity	+	0.9728	97.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.3841	38.41%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.9119	91.19%
Skin irritation	-	0.6234	62.34%
Skin corrosion	-	0.8821	88.21%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7720	77.20%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.5534	55.34%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7121	71.21%
Acute Oral Toxicity (c)	III	0.7365	73.65%
Estrogen receptor binding	+	0.7628	76.28%
Androgen receptor binding	+	0.6529	65.29%
Thyroid receptor binding	+	0.5759	57.59%
Glucocorticoid receptor binding	+	0.7657	76.57%
Aromatase binding	+	0.7329	73.29%
PPAR gamma	+	0.5662	56.62%
Honey bee toxicity	-	0.7649	76.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9943	99.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	96.37%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.19%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.30%	94.80%
CHEMBL2039	P27338	Monoamine oxidase B	94.53%	92.51%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.96%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.20%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.56%	96.77%
CHEMBL3401	O75469	Pregnane X receptor	89.41%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.69%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.94%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.84%	94.45%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.15%	86.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.01%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	86.54%	91.49%
CHEMBL4530	P00488	Coagulation factor XIII	81.05%	96.00%

Plants that contains it

• Piper capense

Cross-Links

• PubChem: 14841170
• LOTUS: LTS0026620
• wikiData: Q104970465