[(4aS,5R,6S,8aS)-3,4a-dimethyl-5-[(E)-2-methylbut-2-enoyl]oxy-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-6-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: b50c6cb1-b6a6-4719-b7f1-9d384185d447
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(4aS,5R,6S,8aS)-3,4a-dimethyl-5-[(E)-2-methylbut-2-enoyl]oxy-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-6-yl] (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C24H32O5/c1-7-14(3)22(25)28-19-10-9-17-11-20-18(16(5)13-27-20)12-24(17,6)21(19)29-23(26)15(4)8-2/h7-8,13,17,19,21H,9-12H2,1-6H3/b14-7+,15-8+/t17-,19-,21-,24-/m0/s1
• InChI Key: YZUPVNWKUPXHAT-CNGNAUNWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₅
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.22497412 g/mol
• Topological Polar Surface Area (TPSA): 65.70 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.86
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

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	+	0.7693	76.93%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7751	77.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8864	88.64%
OATP1B3 inhibitior	+	0.8546	85.46%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7640	76.40%
P-glycoprotein inhibitior	+	0.7610	76.10%
P-glycoprotein substrate	-	0.8050	80.50%
CYP3A4 substrate	+	0.6444	64.44%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8748	87.48%
CYP3A4 inhibition	-	0.5284	52.84%
CYP2C9 inhibition	-	0.8178	81.78%
CYP2C19 inhibition	-	0.5837	58.37%
CYP2D6 inhibition	-	0.8994	89.94%
CYP1A2 inhibition	+	0.5804	58.04%
CYP2C8 inhibition	+	0.4542	45.42%
CYP inhibitory promiscuity	-	0.6319	63.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5656	56.56%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9258	92.58%
Skin irritation	-	0.5892	58.92%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.7778	77.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8835	88.35%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8151	81.51%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5262	52.62%
Acute Oral Toxicity (c)	IV	0.5772	57.72%
Estrogen receptor binding	+	0.8122	81.22%
Androgen receptor binding	+	0.6292	62.92%
Thyroid receptor binding	+	0.5435	54.35%
Glucocorticoid receptor binding	+	0.6571	65.71%
Aromatase binding	-	0.5069	50.69%
PPAR gamma	+	0.7430	74.30%
Honey bee toxicity	-	0.7716	77.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.71%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.71%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.21%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.86%	90.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.09%	91.24%
CHEMBL340	P08684	Cytochrome P450 3A4	85.35%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.16%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.14%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.68%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.55%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.02%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.19%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.30%	89.00%

Plants that contains it

• Othonna filicaulis

Cross-Links

• PubChem: 163193802
• LOTUS: LTS0193983
• wikiData: Q105369471