[3-Hydroxy-5-methoxy-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: 6a836cc8-0f24-4ad1-8d86-c6bb11b3f956
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: [3-hydroxy-5-methoxy-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)O)CC=C)OC(=O)C)OC)C3=CC4=C(C(=C3)OC)OCO4
• SMILES (Isomeric): CC1C(C2(C(C1(C=C(C2=O)O)CC=C)OC(=O)C)OC)C3=CC4=C(C(=C3)OC)OCO4
• InChI: InChI=1S/C23H26O8/c1-6-7-22-10-15(25)20(26)23(28-5,21(22)31-13(3)24)18(12(22)2)14-8-16(27-4)19-17(9-14)29-11-30-19/h6,8-10,12,18,21,25H,1,7,11H2,2-5H3
• InChI Key: MTRLRURSOVNODP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₈
• Molecular Weight: 430.40 g/mol
• Exact Mass: 430.16276778 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	-	0.6110	61.10%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7119	71.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8746	87.46%
OATP1B3 inhibitior	+	0.8273	82.73%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8271	82.71%
P-glycoprotein inhibitior	+	0.6628	66.28%
P-glycoprotein substrate	-	0.5507	55.07%
CYP3A4 substrate	+	0.6589	65.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8682	86.82%
CYP3A4 inhibition	+	0.8323	83.23%
CYP2C9 inhibition	+	0.5790	57.90%
CYP2C19 inhibition	+	0.5652	56.52%
CYP2D6 inhibition	-	0.8615	86.15%
CYP1A2 inhibition	-	0.8376	83.76%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.7295	72.95%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5210	52.10%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9052	90.52%
Skin irritation	-	0.7276	72.76%
Skin corrosion	-	0.9300	93.00%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3638	36.38%
Micronuclear	+	0.5933	59.33%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7354	73.54%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.7176	71.76%
Acute Oral Toxicity (c)	III	0.3446	34.46%
Estrogen receptor binding	+	0.7999	79.99%
Androgen receptor binding	+	0.7020	70.20%
Thyroid receptor binding	+	0.6677	66.77%
Glucocorticoid receptor binding	+	0.8644	86.44%
Aromatase binding	+	0.5668	56.68%
PPAR gamma	+	0.7271	72.71%
Honey bee toxicity	-	0.6244	62.44%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9957	99.57%

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	99.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.00%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.26%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.45%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.19%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.48%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.09%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.81%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.82%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.72%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	87.23%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.03%	89.50%
CHEMBL4530	P00488	Coagulation factor XIII	86.89%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.66%	92.62%
CHEMBL4208	P20618	Proteasome component C5	86.19%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.88%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.99%	95.89%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.36%	82.38%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.19%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.80%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.41%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.20%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.18%	89.62%

Plants that contains it

• Licaria brasiliensis

Cross-Links

• PubChem: 162926797
• LOTUS: LTS0244953
• wikiData: Q105171831