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

Details

• Internal ID: ecf4c5be-743d-49f0-b3d2-c12d03e0d635
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(1S,5S,5aS,9R,9aS,9bS)-1,5-diacetyloxy-6,6,9a-trimethyl-1,3,5,5a,7,8,9,9b-octahydrobenzo[e][2]benzofuran-9-yl] acetate
• SMILES (Canonical): CC(=O)OC1CCC(C2C1(C3C(OCC3=CC2OC(=O)C)OC(=O)C)C)(C)C
• SMILES (Isomeric): CC(=O)O[C@@H]1CCC([C@H]2[C@]1([C@H]3[C@@H](OCC3=C[C@@H]2OC(=O)C)OC(=O)C)C)(C)C
• InChI: InChI=1S/C21H30O7/c1-11(22)26-15-9-14-10-25-19(28-13(3)24)17(14)21(6)16(27-12(2)23)7-8-20(4,5)18(15)21/h9,15-19H,7-8,10H2,1-6H3/t15-,16+,17+,18-,19-,21+/m0/s1
• InChI Key: AHYOMNHOEAZVJA-UCWVGABGSA-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: 2.20
• 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	+	0.9950	99.50%
Caco-2	+	0.6765	67.65%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7940	79.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9094	90.94%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.7689	76.89%
P-glycoprotein substrate	-	0.8226	82.26%
CYP3A4 substrate	+	0.6537	65.37%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8624	86.24%
CYP3A4 inhibition	-	0.7795	77.95%
CYP2C9 inhibition	-	0.6273	62.73%
CYP2C19 inhibition	-	0.8288	82.88%
CYP2D6 inhibition	-	0.9160	91.60%
CYP1A2 inhibition	-	0.5168	51.68%
CYP2C8 inhibition	+	0.4556	45.56%
CYP inhibitory promiscuity	-	0.7203	72.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4799	47.99%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.8855	88.55%
Skin irritation	-	0.5499	54.99%
Skin corrosion	-	0.8685	86.85%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6202	62.02%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5791	57.91%
skin sensitisation	-	0.7408	74.08%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4669	46.69%
Acute Oral Toxicity (c)	III	0.6977	69.77%
Estrogen receptor binding	+	0.8445	84.45%
Androgen receptor binding	+	0.5716	57.16%
Thyroid receptor binding	+	0.6299	62.99%
Glucocorticoid receptor binding	+	0.7967	79.67%
Aromatase binding	-	0.5705	57.05%
PPAR gamma	+	0.7382	73.82%
Honey bee toxicity	-	0.8246	82.46%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6005	60.05%
Fish aquatic toxicity	+	0.9873	98.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.42%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.09%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.01%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.03%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.02%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.97%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.71%	97.09%
CHEMBL5028	O14672	ADAM10	80.11%	97.50%

Plants that contains it

• Nephrolepis biserrata

Cross-Links

• PubChem: 162881803
• LOTUS: LTS0131476
• wikiData: Q104912560