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

Details

• Internal ID: 9afb9513-5651-4225-8055-6720acecefcb
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: [(1S,5R,6S,7R,8R)-6-(1,3-benzodioxol-5-yl)-3,5-dimethoxy-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)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)OCO4
• InChI: InChI=1S/C23H26O7/c1-6-9-22-11-18(26-4)20(25)23(27-5,21(22)30-14(3)24)19(13(22)2)15-7-8-16-17(10-15)29-12-28-16/h6-8,10-11,13,19,21H,1,9,12H2,2-5H3/t13-,19+,21-,22-,23+/m1/s1
• InChI Key: JYFOFMPPKDMUHP-LBAFKYMESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₇
• Molecular Weight: 414.40 g/mol
• Exact Mass: 414.16785316 g/mol
• Topological Polar Surface Area (TPSA): 80.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 6

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	-	0.5327	53.27%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6749	67.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8922	89.22%
OATP1B3 inhibitior	+	0.8690	86.90%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8928	89.28%
P-glycoprotein inhibitior	+	0.7575	75.75%
P-glycoprotein substrate	-	0.6979	69.79%
CYP3A4 substrate	+	0.6249	62.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8835	88.35%
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	+	0.4742	47.42%
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	-	0.8973	89.73%
Skin irritation	-	0.7506	75.06%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6510	65.10%
Micronuclear	+	0.5833	58.33%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.6424	64.24%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5781	57.81%
Acute Oral Toxicity (c)	III	0.4704	47.04%
Estrogen receptor binding	+	0.8638	86.38%
Androgen receptor binding	+	0.7398	73.98%
Thyroid receptor binding	+	0.7046	70.46%
Glucocorticoid receptor binding	+	0.8294	82.94%
Aromatase binding	+	0.6248	62.48%
PPAR gamma	+	0.6015	60.15%
Honey bee toxicity	-	0.7660	76.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5852	58.52%
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	99.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.77%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.50%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.77%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.90%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.23%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.31%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.93%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.72%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	88.16%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.04%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.27%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.22%	92.62%
CHEMBL4208	P20618	Proteasome component C5	84.97%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	84.65%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	83.68%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.68%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.68%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.56%	96.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	82.30%	80.96%
CHEMBL4530	P00488	Coagulation factor XIII	81.83%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.42%	100.00%

Plants that contains it

• Licaria armeniaca

Cross-Links

• PubChem: 162904609
• LOTUS: LTS0240859
• wikiData: Q105136968