[1,3-Dimethoxy-7-(7-methoxy-1,3-benzodioxol-5-yl)-6-methyl-8-oxo-5-prop-2-enyl-2-bicyclo[3.2.1]oct-3-enyl] acetate

Details

• Internal ID: 360b9e8f-6b7c-4884-838f-746c838c21fb
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: [1,3-dimethoxy-7-(7-methoxy-1,3-benzodioxol-5-yl)-6-methyl-8-oxo-5-prop-2-enyl-2-bicyclo[3.2.1]oct-3-enyl] acetate
• SMILES (Canonical): CC1C(C2(C(C(=CC1(C2=O)CC=C)OC)OC(=O)C)OC)C3=CC4=C(C(=C3)OC)OCO4
• SMILES (Isomeric): CC1C(C2(C(C(=CC1(C2=O)CC=C)OC)OC(=O)C)OC)C3=CC4=C(C(=C3)OC)OCO4
• InChI: InChI=1S/C24H28O8/c1-7-8-23-11-18(28-5)21(32-14(3)25)24(29-6,22(23)26)19(13(23)2)15-9-16(27-4)20-17(10-15)30-12-31-20/h7,9-11,13,19,21H,1,8,12H2,2-6H3
• InChI Key: IKGHQJOYXBZQLO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₈
• Molecular Weight: 444.50 g/mol
• Exact Mass: 444.17841785 g/mol
• Topological Polar Surface Area (TPSA): 89.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.4914	49.14%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6749	67.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8831	88.31%
OATP1B3 inhibitior	+	0.8690	86.90%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8273	82.73%
P-glycoprotein inhibitior	+	0.7977	79.77%
P-glycoprotein substrate	-	0.5665	56.65%
CYP3A4 substrate	+	0.6458	64.58%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8378	83.78%
CYP3A4 inhibition	+	0.9384	93.84%
CYP2C9 inhibition	-	0.5052	50.52%
CYP2C19 inhibition	+	0.6649	66.49%
CYP2D6 inhibition	-	0.8661	86.61%
CYP1A2 inhibition	-	0.8033	80.33%
CYP2C8 inhibition	+	0.4799	47.99%
CYP inhibitory promiscuity	+	0.8412	84.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5217	52.17%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.8649	86.49%
Skin irritation	-	0.7506	75.06%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5059	50.59%
Micronuclear	+	0.5833	58.33%
Hepatotoxicity	+	0.6103	61.03%
skin sensitisation	-	0.6424	64.24%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6320	63.20%
Acute Oral Toxicity (c)	III	0.4704	47.04%
Estrogen receptor binding	+	0.8119	81.19%
Androgen receptor binding	+	0.7398	73.98%
Thyroid receptor binding	+	0.7189	71.89%
Glucocorticoid receptor binding	+	0.8342	83.42%
Aromatase binding	-	0.4881	48.81%
PPAR gamma	+	0.6559	65.59%
Honey bee toxicity	-	0.5636	56.36%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9968	99.68%

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	98.63%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.18%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.41%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.94%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.80%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.50%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.12%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.17%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.64%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.47%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.43%	86.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.72%	89.50%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.48%	94.80%
CHEMBL340	P08684	Cytochrome P450 3A4	87.36%	91.19%
CHEMBL4208	P20618	Proteasome component C5	85.48%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	85.35%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.80%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.43%	97.14%
CHEMBL4530	P00488	Coagulation factor XIII	82.00%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.74%	91.07%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.95%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.90%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.73%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.45%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.40%	99.17%

Plants that contains it

• Ocotea porosa

Cross-Links

• PubChem: 14259125
• LOTUS: LTS0246899
• wikiData: Q105025861