(3aR,7S,8S,9R,9bR)-9-(1,3-benzodioxol-5-yl)-9-hydroxy-7,8-dimethyl-3a,7,8,9b-tetrahydrobenzo[g][1,3]benzodioxol-6-one

Details

• Internal ID: 670741b5-3200-4f0c-91a0-08787ed8dbc8
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (3aR,7S,8S,9R,9bR)-9-(1,3-benzodioxol-5-yl)-9-hydroxy-7,8-dimethyl-3a,7,8,9b-tetrahydrobenzo[g][1,3]benzodioxol-6-one
• InChI: InChI=1S/C20H20O6/c1-10-11(2)20(22,12-3-5-14-16(7-12)25-8-23-14)17-13(18(10)21)4-6-15-19(17)26-9-24-15/h3-7,10-11,15,19,22H,8-9H2,1-2H3/t10-,11-,15+,19-,20+/m0/s1
• InChI Key: VOGHWSDTSPLGNL-RBQPIFFESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₆
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.12598835 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	-	0.5458	54.58%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8383	83.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8970	89.70%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6969	69.69%
P-glycoprotein inhibitior	-	0.5538	55.38%
P-glycoprotein substrate	-	0.8081	80.81%
CYP3A4 substrate	+	0.5854	58.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	+	0.7357	73.57%
CYP2C9 inhibition	+	0.8309	83.09%
CYP2C19 inhibition	+	0.7380	73.80%
CYP2D6 inhibition	-	0.6776	67.76%
CYP1A2 inhibition	-	0.6074	60.74%
CYP2C8 inhibition	-	0.8523	85.23%
CYP inhibitory promiscuity	+	0.8181	81.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.3893	38.93%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9588	95.88%
Skin irritation	-	0.6904	69.04%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6629	66.29%
Micronuclear	+	0.7774	77.74%
Hepatotoxicity	-	0.5245	52.45%
skin sensitisation	-	0.6351	63.51%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5525	55.25%
Acute Oral Toxicity (c)	III	0.5028	50.28%
Estrogen receptor binding	+	0.7883	78.83%
Androgen receptor binding	+	0.7128	71.28%
Thyroid receptor binding	-	0.5090	50.90%
Glucocorticoid receptor binding	+	0.7726	77.26%
Aromatase binding	+	0.5748	57.48%
PPAR gamma	+	0.6615	66.15%
Honey bee toxicity	-	0.8269	82.69%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9861	98.61%

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	98.09%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.08%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.53%	94.80%
CHEMBL2581	P07339	Cathepsin D	93.95%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.36%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.28%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.41%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.90%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.33%	100.00%
CHEMBL4208	P20618	Proteasome component C5	82.41%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.27%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.59%	96.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.32%	86.00%

Plants that contains it

• Virola elongata

Cross-Links

• PubChem: 162873143
• LOTUS: LTS0061572
• wikiData: Q105290169