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

Details

• Internal ID: 3df80e78-c1b6-4cbc-a7a7-d05aa4df8bd4
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(1R,5aR,9S,9aR,9bR)-1-acetyloxy-6,6,9a-trimethyl-1,3,5,5a,7,8,9,9b-octahydrobenzo[e][2]benzofuran-9-yl] acetate
• InChI: InChI=1S/C19H28O5/c1-11(20)23-15-8-9-18(3,4)14-7-6-13-10-22-17(24-12(2)21)16(13)19(14,15)5/h6,14-17H,7-10H2,1-5H3/t14-,15+,16+,17-,19+/m1/s1
• InChI Key: RYSCENLRCNILSK-RDHIYWLCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₅
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.19367399 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.8502	85.02%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8422	84.22%
OATP2B1 inhibitior	-	0.8647	86.47%
OATP1B1 inhibitior	+	0.9100	91.00%
OATP1B3 inhibitior	+	0.9132	91.32%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.4696	46.96%
P-glycoprotein inhibitior	+	0.5934	59.34%
P-glycoprotein substrate	-	0.8909	89.09%
CYP3A4 substrate	+	0.6581	65.81%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8624	86.24%
CYP3A4 inhibition	-	0.8199	81.99%
CYP2C9 inhibition	-	0.6734	67.34%
CYP2C19 inhibition	-	0.8355	83.55%
CYP2D6 inhibition	-	0.9400	94.00%
CYP1A2 inhibition	-	0.6909	69.09%
CYP2C8 inhibition	-	0.5577	55.77%
CYP inhibitory promiscuity	-	0.8157	81.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5433	54.33%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.8591	85.91%
Skin irritation	-	0.5454	54.54%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.5223	52.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.4448	44.48%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5666	56.66%
skin sensitisation	-	0.8115	81.15%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5814	58.14%
Acute Oral Toxicity (c)	III	0.6557	65.57%
Estrogen receptor binding	+	0.8233	82.33%
Androgen receptor binding	+	0.5452	54.52%
Thyroid receptor binding	+	0.6170	61.70%
Glucocorticoid receptor binding	+	0.6893	68.93%
Aromatase binding	-	0.6450	64.50%
PPAR gamma	+	0.7001	70.01%
Honey bee toxicity	-	0.7743	77.43%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5105	51.05%
Fish aquatic toxicity	+	0.9973	99.73%

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	96.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.77%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.64%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.19%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.38%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.63%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.94%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	83.68%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.20%	97.09%
CHEMBL5028	O14672	ADAM10	82.12%	97.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.53%	95.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.61%	86.33%

Plants that contains it

• Nephrolepis biserrata

Cross-Links

• PubChem: 162946085
• LOTUS: LTS0215823
• wikiData: Q105248055