[(1S,5aS,7S,9R,9aS,9bS)-1,9-diacetyloxy-6,6,9a-trimethyl-1,3,5,5a,7,8,9,9b-octahydrobenzo[e][2]benzofuran-7-yl] acetate

Details

• Internal ID: c50dc72a-7d71-4b42-9498-c29d72073562
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(1S,5aS,7S,9R,9aS,9bS)-1,9-diacetyloxy-6,6,9a-trimethyl-1,3,5,5a,7,8,9,9b-octahydrobenzo[e][2]benzofuran-7-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC(C2(C(C1(C)C)CC=C3C2C(OC3)OC(=O)C)C)OC(=O)C
• SMILES (Isomeric): CC(=O)O[C@@H]1C[C@@H](C([C@H]2[C@]1([C@H]3[C@@H](OCC3=CC2)OC(=O)C)C)(C)C)OC(=O)C
• InChI: InChI=1S/C21H30O7/c1-11(22)26-16-9-17(27-12(2)23)21(6)15(20(16,4)5)8-7-14-10-25-19(18(14)21)28-13(3)24/h7,15-19H,8-10H2,1-6H3/t15-,16-,17+,18+,19-,21+/m0/s1
• InChI Key: BTLCKRDHBLXMKX-YVTZDOGHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₇
• Molecular Weight: 394.50 g/mol
• Exact Mass: 394.19915329 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.6516	65.16%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8352	83.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9115	91.15%
OATP1B3 inhibitior	+	0.9159	91.59%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6926	69.26%
P-glycoprotein inhibitior	+	0.6958	69.58%
P-glycoprotein substrate	-	0.8236	82.36%
CYP3A4 substrate	+	0.6321	63.21%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8624	86.24%
CYP3A4 inhibition	-	0.8653	86.53%
CYP2C9 inhibition	-	0.7439	74.39%
CYP2C19 inhibition	-	0.7882	78.82%
CYP2D6 inhibition	-	0.9520	95.20%
CYP1A2 inhibition	-	0.7199	71.99%
CYP2C8 inhibition	-	0.6035	60.35%
CYP inhibitory promiscuity	-	0.7040	70.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5494	54.94%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.8634	86.34%
Skin irritation	-	0.6348	63.48%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7138	71.38%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6073	60.73%
skin sensitisation	-	0.7014	70.14%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4888	48.88%
Acute Oral Toxicity (c)	III	0.5451	54.51%
Estrogen receptor binding	+	0.8745	87.45%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5851	58.51%
Glucocorticoid receptor binding	+	0.7668	76.68%
Aromatase binding	-	0.4892	48.92%
PPAR gamma	+	0.8245	82.45%
Honey bee toxicity	-	0.6224	62.24%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5145	51.45%
Fish aquatic toxicity	+	0.9967	99.67%

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	97.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.25%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.09%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	88.45%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.36%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.46%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.33%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.79%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.84%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.52%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.52%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.36%	94.00%

Plants that contains it

• Nephrolepis biserrata

Cross-Links

• PubChem: 163089109
• LOTUS: LTS0252582
• wikiData: Q104945698