[(4aR,5R,6S,8aR,9aS)-5-acetyloxy-9a-hydroxy-3,5,8a-trimethyl-4,4a,6,7,8,9-hexahydro-2H-benzo[f][1]benzofuran-6-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 94b69121-fe1d-495f-9631-54b594dd0408
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(4aR,5R,6S,8aR,9aS)-5-acetyloxy-9a-hydroxy-3,5,8a-trimethyl-4,4a,6,7,8,9-hexahydro-2H-benzo[f][1]benzofuran-6-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C22H32O6/c1-7-13(2)19(24)27-18-8-9-20(5)12-22(25)16(14(3)11-26-22)10-17(20)21(18,6)28-15(4)23/h7,17-18,25H,8-12H2,1-6H3/b13-7-/t17-,18+,20-,21-,22+/m1/s1
• InChI Key: JHTLQVLEKIVDRK-XGYFUJNFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₆
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.21988874 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.7370	73.70%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8819	88.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8746	87.46%
OATP1B3 inhibitior	+	0.9564	95.64%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	+	0.5582	55.82%
BSEP inhibitior	+	0.8623	86.23%
P-glycoprotein inhibitior	+	0.6481	64.81%
P-glycoprotein substrate	-	0.7241	72.41%
CYP3A4 substrate	+	0.6706	67.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8985	89.85%
CYP3A4 inhibition	-	0.6824	68.24%
CYP2C9 inhibition	-	0.7848	78.48%
CYP2C19 inhibition	-	0.8673	86.73%
CYP2D6 inhibition	-	0.9127	91.27%
CYP1A2 inhibition	-	0.7580	75.80%
CYP2C8 inhibition	-	0.5684	56.84%
CYP inhibitory promiscuity	-	0.9117	91.17%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5521	55.21%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8536	85.36%
Skin irritation	+	0.6555	65.55%
Skin corrosion	-	0.9367	93.67%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3743	37.43%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5295	52.95%
skin sensitisation	-	0.9147	91.47%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6645	66.45%
Acute Oral Toxicity (c)	IV	0.5067	50.67%
Estrogen receptor binding	+	0.8034	80.34%
Androgen receptor binding	+	0.6983	69.83%
Thyroid receptor binding	+	0.6497	64.97%
Glucocorticoid receptor binding	+	0.6991	69.91%
Aromatase binding	+	0.6526	65.26%
PPAR gamma	+	0.6980	69.80%
Honey bee toxicity	-	0.7296	72.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	0.9920	99.20%

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	93.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.21%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.85%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.60%	89.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	86.50%	95.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.12%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.11%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.74%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.56%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.29%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.99%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	81.59%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.45%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.82%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101999877
• LOTUS: LTS0011806
• wikiData: Q105128226