6-(1,3-Benzodioxol-5-yl)-4-hydroxy-3,5-dimethoxy-7-methyl-1-prop-2-enylbicyclo[3.2.1]oct-2-en-8-one

Details

• Internal ID: 55db854b-ce85-4299-8ef7-420b25e14f81
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 6-(1,3-benzodioxol-5-yl)-4-hydroxy-3,5-dimethoxy-7-methyl-1-prop-2-enylbicyclo[3.2.1]oct-2-en-8-one
• SMILES (Canonical): CC1C(C2(C(C(=CC1(C2=O)CC=C)OC)O)OC)C3=CC4=C(C=C3)OCO4
• SMILES (Isomeric): CC1C(C2(C(C(=CC1(C2=O)CC=C)OC)O)OC)C3=CC4=C(C=C3)OCO4
• InChI: InChI=1S/C21H24O6/c1-5-8-20-10-16(24-3)18(22)21(25-4,19(20)23)17(12(20)2)13-6-7-14-15(9-13)27-11-26-14/h5-7,9-10,12,17-18,22H,1,8,11H2,2-4H3
• InChI Key: VMLKPGBVBAIQOW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₆
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.15728848 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.5483	54.83%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6960	69.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9021	90.21%
OATP1B3 inhibitior	+	0.8336	83.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4524	45.24%
P-glycoprotein inhibitior	-	0.5601	56.01%
P-glycoprotein substrate	-	0.7510	75.10%
CYP3A4 substrate	+	0.6041	60.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7617	76.17%
CYP3A4 inhibition	+	0.8722	87.22%
CYP2C9 inhibition	+	0.5279	52.79%
CYP2C19 inhibition	+	0.7216	72.16%
CYP2D6 inhibition	-	0.8320	83.20%
CYP1A2 inhibition	-	0.8242	82.42%
CYP2C8 inhibition	-	0.6669	66.69%
CYP inhibitory promiscuity	+	0.7730	77.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5279	52.79%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9411	94.11%
Skin irritation	-	0.7268	72.68%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	+	0.5463	54.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5661	56.61%
Micronuclear	+	0.5733	57.33%
Hepatotoxicity	+	0.7106	71.06%
skin sensitisation	-	0.6961	69.61%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5887	58.87%
Acute Oral Toxicity (c)	III	0.3967	39.67%
Estrogen receptor binding	+	0.7956	79.56%
Androgen receptor binding	+	0.7775	77.75%
Thyroid receptor binding	+	0.7578	75.78%
Glucocorticoid receptor binding	+	0.7489	74.89%
Aromatase binding	+	0.5622	56.22%
PPAR gamma	-	0.5666	56.66%
Honey bee toxicity	-	0.7949	79.49%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9937	99.37%

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	98.22%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.65%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.79%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.85%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.84%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.30%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.05%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.12%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.24%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.13%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	87.09%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.79%	92.62%
CHEMBL1951	P21397	Monoamine oxidase A	86.46%	91.49%
CHEMBL4208	P20618	Proteasome component C5	86.29%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.19%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.46%	93.99%
CHEMBL4530	P00488	Coagulation factor XIII	84.11%	96.00%
CHEMBL3572	P11597	Cholesteryl ester transfer protein	81.86%	92.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.84%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.60%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.13%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.95%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.75%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.73%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.34%	90.71%

Plants that contains it

• Ocotea catharinensis

Cross-Links

• PubChem: 162968779
• LOTUS: LTS0007065
• wikiData: Q105289055