[3,4a,5-trimethyl-4-(2-methylprop-2-enoyloxy)-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-6-yl] 3-hydroxypent-4-enoate

Details

• Internal ID: 28b89ec5-b953-49de-b434-d8c28636c1a5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [3,4a,5-trimethyl-4-(2-methylprop-2-enoyloxy)-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-6-yl] 3-hydroxypent-4-enoate
• InChI: InChI=1S/C24H32O6/c1-7-17(25)11-20(26)29-18-9-8-16-10-19-21(14(4)12-28-19)22(24(16,6)15(18)5)30-23(27)13(2)3/h7,12,15-18,22,25H,1-2,8-11H2,3-6H3
• InChI Key: ILTUMCBJXJHDGN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₆
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.21988874 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.21
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	-	0.5688	56.88%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7474	74.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8675	86.75%
OATP1B3 inhibitior	-	0.2612	26.12%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5694	56.94%
P-glycoprotein inhibitior	+	0.5930	59.30%
P-glycoprotein substrate	+	0.5075	50.75%
CYP3A4 substrate	+	0.6705	67.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8524	85.24%
CYP3A4 inhibition	+	0.5777	57.77%
CYP2C9 inhibition	-	0.7620	76.20%
CYP2C19 inhibition	-	0.7385	73.85%
CYP2D6 inhibition	-	0.9293	92.93%
CYP1A2 inhibition	-	0.5315	53.15%
CYP2C8 inhibition	+	0.5741	57.41%
CYP inhibitory promiscuity	-	0.7853	78.53%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6247	62.47%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9589	95.89%
Skin irritation	-	0.5669	56.69%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6677	66.77%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5733	57.33%
skin sensitisation	-	0.7757	77.57%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7224	72.24%
Acute Oral Toxicity (c)	III	0.3084	30.84%
Estrogen receptor binding	+	0.7145	71.45%
Androgen receptor binding	+	0.6004	60.04%
Thyroid receptor binding	+	0.5753	57.53%
Glucocorticoid receptor binding	+	0.8012	80.12%
Aromatase binding	+	0.7004	70.04%
PPAR gamma	+	0.6793	67.93%
Honey bee toxicity	-	0.6842	68.42%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
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	99.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.16%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.24%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.78%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	89.57%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.13%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.83%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	86.04%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.02%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.98%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.75%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.39%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.65%	93.56%

Plants that contains it

• Lopholaena segmentata

Cross-Links

• PubChem: 162905668
• LOTUS: LTS0192798
• wikiData: Q105115472