(7R,8S,9R)-9-(1,3-benzodioxol-5-yl)-9-hydroxy-7,8-dimethyl-7,8-dihydrobenzo[g][1,3]benzodioxol-6-one

Details

• Internal ID: 761cbe27-017f-46d9-8028-dd09cd132c3e
• Taxonomy: Lignans, neolignans and related compounds > Aryltetralin lignans
• IUPAC Name: (7R,8S,9R)-9-(1,3-benzodioxol-5-yl)-9-hydroxy-7,8-dimethyl-7,8-dihydrobenzo[g][1,3]benzodioxol-6-one
• InChI: InChI=1S/C20H18O6/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/h3-7,10-11,22H,8-9H2,1-2H3/t10-,11+,20-/m1/s1
• InChI Key: YQLKOOGRXMGOOT-QZXWKGOOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₆
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.11033829 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.85
• 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	+	0.9872	98.72%
Caco-2	+	0.6419	64.19%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8066	80.66%
OATP2B1 inhibitior	-	0.8642	86.42%
OATP1B1 inhibitior	+	0.9147	91.47%
OATP1B3 inhibitior	+	0.9331	93.31%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8630	86.30%
P-glycoprotein inhibitior	-	0.4553	45.53%
P-glycoprotein substrate	-	0.8189	81.89%
CYP3A4 substrate	+	0.5310	53.10%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8351	83.51%
CYP3A4 inhibition	+	0.7595	75.95%
CYP2C9 inhibition	+	0.7624	76.24%
CYP2C19 inhibition	+	0.6241	62.41%
CYP2D6 inhibition	-	0.7891	78.91%
CYP1A2 inhibition	-	0.7849	78.49%
CYP2C8 inhibition	-	0.9048	90.48%
CYP inhibitory promiscuity	+	0.6258	62.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4148	41.48%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8838	88.38%
Skin irritation	-	0.7412	74.12%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6666	66.66%
Micronuclear	+	0.8474	84.74%
Hepatotoxicity	-	0.5120	51.20%
skin sensitisation	-	0.7420	74.20%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6878	68.78%
Acute Oral Toxicity (c)	III	0.6396	63.96%
Estrogen receptor binding	+	0.8459	84.59%
Androgen receptor binding	+	0.7951	79.51%
Thyroid receptor binding	+	0.5188	51.88%
Glucocorticoid receptor binding	+	0.8718	87.18%
Aromatase binding	+	0.6913	69.13%
PPAR gamma	+	0.7580	75.80%
Honey bee toxicity	-	0.8722	87.22%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9728	97.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4481	P35228	Nitric oxide synthase, inducible	97.20%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.19%	96.77%
CHEMBL2581	P07339	Cathepsin D	95.97%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.75%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	92.91%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.28%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.07%	89.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	89.61%	86.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.20%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.77%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.33%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.73%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.11%	97.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.29%	90.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.90%	99.23%

Plants that contains it

• Virola elongata
• Virola sebifera

Cross-Links

• PubChem: 14655063
• LOTUS: LTS0003870
• wikiData: Q105352273