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

Details

• Internal ID: 0b3c57c4-4f74-45e2-a895-55d217c75971
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(4R,5S,5aR,9aS,9bR)-1-acetyloxy-5,6,6,9a-tetramethyl-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][2]benzofuran-4-yl] acetate
• SMILES (Canonical): CC1C(C2=COC(C2C3(C1C(CCC3)(C)C)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1[C@H](C2=COC([C@@H]2[C@@]3([C@H]1C(CCC3)(C)C)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C20H30O5/c1-11-16(24-12(2)21)14-10-23-18(25-13(3)22)15(14)20(6)9-7-8-19(4,5)17(11)20/h10-11,15-18H,7-9H2,1-6H3/t11-,15-,16-,17-,18?,20-/m1/s1
• InChI Key: DPLSZSUXUKGMNM-NMQIPHJOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.82
• 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	+	0.9953	99.53%
Caco-2	+	0.7678	76.78%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7150	71.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7604	76.04%
OATP1B3 inhibitior	+	0.7884	78.84%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5545	55.45%
P-glycoprotein inhibitior	-	0.4438	44.38%
P-glycoprotein substrate	-	0.7909	79.09%
CYP3A4 substrate	+	0.6386	63.86%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8555	85.55%
CYP3A4 inhibition	-	0.7756	77.56%
CYP2C9 inhibition	-	0.6734	67.34%
CYP2C19 inhibition	-	0.8002	80.02%
CYP2D6 inhibition	-	0.9320	93.20%
CYP1A2 inhibition	+	0.6330	63.30%
CYP2C8 inhibition	-	0.5847	58.47%
CYP inhibitory promiscuity	-	0.6813	68.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5041	50.41%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.8970	89.70%
Skin irritation	-	0.5129	51.29%
Skin corrosion	-	0.8794	87.94%
Ames mutagenesis	-	0.5223	52.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.6581	65.81%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5084	50.84%
skin sensitisation	-	0.6521	65.21%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6050	60.50%
Acute Oral Toxicity (c)	III	0.6214	62.14%
Estrogen receptor binding	+	0.8115	81.15%
Androgen receptor binding	+	0.6293	62.93%
Thyroid receptor binding	+	0.6650	66.50%
Glucocorticoid receptor binding	+	0.7750	77.50%
Aromatase binding	+	0.5566	55.66%
PPAR gamma	+	0.7115	71.15%
Honey bee toxicity	-	0.8173	81.73%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6405	64.05%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.08%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.76%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.93%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.39%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.98%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.27%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.83%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.68%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.23%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.04%	92.94%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.42%	95.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163193198
• LOTUS: LTS0268134
• wikiData: Q104986567