[(1S,4S,5S,5aS,9aS,9bR)-1,4-diacetyloxy-6,6,9a-trimethyl-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][2]benzofuran-5-yl] acetate

Details

• Internal ID: 2a1b36e0-d8cc-4c5d-98e1-b73fd8d2b6bf
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(1S,4S,5S,5aS,9aS,9bR)-1,4-diacetyloxy-6,6,9a-trimethyl-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][2]benzofuran-5-yl] acetate
• InChI: InChI=1S/C21H30O7/c1-11(22)26-16-14-10-25-19(28-13(3)24)15(14)21(6)9-7-8-20(4,5)18(21)17(16)27-12(2)23/h10,15-19H,7-9H2,1-6H3/t15-,16+,17-,18+,19+,21-/m1/s1
• InChI Key: UTYXHDXCRDQTDU-FBGLYXIBSA-N
• Popularity: 3 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: 3.10
• Atomic LogP (AlogP): 3.12
• 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	+	0.9943	99.43%
Caco-2	+	0.6240	62.40%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7221	72.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7765	77.65%
OATP1B3 inhibitior	+	0.7966	79.66%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6412	64.12%
P-glycoprotein inhibitior	+	0.7031	70.31%
P-glycoprotein substrate	-	0.8246	82.46%
CYP3A4 substrate	+	0.6445	64.45%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8555	85.55%
CYP3A4 inhibition	-	0.7807	78.07%
CYP2C9 inhibition	-	0.7106	71.06%
CYP2C19 inhibition	-	0.7886	78.86%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	+	0.5874	58.74%
CYP2C8 inhibition	-	0.6214	62.14%
CYP inhibitory promiscuity	-	0.7048	70.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4760	47.60%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.8753	87.53%
Skin irritation	-	0.5265	52.65%
Skin corrosion	-	0.8869	88.69%
Ames mutagenesis	-	0.5923	59.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.4365	43.65%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5209	52.09%
skin sensitisation	-	0.6936	69.36%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5408	54.08%
Acute Oral Toxicity (c)	III	0.5790	57.90%
Estrogen receptor binding	+	0.7649	76.49%
Androgen receptor binding	+	0.5921	59.21%
Thyroid receptor binding	+	0.6422	64.22%
Glucocorticoid receptor binding	+	0.8056	80.56%
Aromatase binding	+	0.5523	55.23%
PPAR gamma	+	0.7316	73.16%
Honey bee toxicity	-	0.8408	84.08%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6505	65.05%
Fish aquatic toxicity	+	0.9963	99.63%

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	98.07%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.55%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.35%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.45%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.65%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.55%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.68%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.27%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.07%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.44%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.84%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 100987099
• LOTUS: LTS0256262
• wikiData: Q105279185