[(1S,5R,6R,7S,8S)-3,5-dimethoxy-6-(7-methoxy-1,3-benzodioxol-5-yl)-7-methyl-4-oxo-1-prop-2-enyl-8-bicyclo[3.2.1]oct-2-enyl] acetate

Details

• Internal ID: 2056e974-bd36-4992-9e4b-00007e5adf13
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: [(1S,5R,6R,7S,8S)-3,5-dimethoxy-6-(7-methoxy-1,3-benzodioxol-5-yl)-7-methyl-4-oxo-1-prop-2-enyl-8-bicyclo[3.2.1]oct-2-enyl] acetate
• SMILES (Canonical): CC1C(C2(C(C1(C=C(C2=O)OC)CC=C)OC(=O)C)OC)C3=CC4=C(C(=C3)OC)OCO4
• SMILES (Isomeric): C[C@H]1[C@@H]([C@]2([C@H]([C@@]1(C=C(C2=O)OC)CC=C)OC(=O)C)OC)C3=CC4=C(C(=C3)OC)OCO4
• InChI: InChI=1S/C24H28O8/c1-7-8-23-11-18(28-5)21(26)24(29-6,22(23)32-14(3)25)19(13(23)2)15-9-16(27-4)20-17(10-15)30-12-31-20/h7,9-11,13,19,22H,1,8,12H2,2-6H3/t13-,19+,22-,23+,24-/m0/s1
• InChI Key: COPLEPGVXBXNMK-RSAHXYALSA-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: 3.50
• 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	-	0.5445	54.45%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6749	67.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8868	88.68%
OATP1B3 inhibitior	+	0.8690	86.90%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9094	90.94%
P-glycoprotein inhibitior	+	0.7848	78.48%
P-glycoprotein substrate	-	0.5567	55.67%
CYP3A4 substrate	+	0.6463	64.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8693	86.93%
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	+	0.5584	55.84%
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	-	0.8710	87.10%
Skin irritation	-	0.7506	75.06%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3614	36.14%
Micronuclear	+	0.5833	58.33%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6424	64.24%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6285	62.85%
Acute Oral Toxicity (c)	III	0.4704	47.04%
Estrogen receptor binding	+	0.8602	86.02%
Androgen receptor binding	+	0.7239	72.39%
Thyroid receptor binding	+	0.7280	72.80%
Glucocorticoid receptor binding	+	0.8559	85.59%
Aromatase binding	+	0.5542	55.42%
PPAR gamma	+	0.7180	71.80%
Honey bee toxicity	-	0.6121	61.21%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
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	99.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.94%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.66%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.07%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.53%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.40%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.82%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.75%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.43%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.69%	92.62%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.34%	82.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.82%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.02%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.80%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.48%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.40%	90.00%
CHEMBL4530	P00488	Coagulation factor XIII	81.97%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.81%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.73%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.69%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.61%	89.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.55%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	81.03%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.94%	94.80%

Plants that contains it

• Ocotea porosa

Cross-Links

• PubChem: 101618622
• LOTUS: LTS0094100
• wikiData: Q104967200