[6-acetyloxy-5-(hydroxymethyl)-3,4a-dimethyl-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-4-yl] 2-methylbut-2-enoate

Details

• Internal ID: a7d88a43-c3ce-4e22-a38e-594491859266
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [6-acetyloxy-5-(hydroxymethyl)-3,4a-dimethyl-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-4-yl] 2-methylbut-2-enoate
• InChI: InChI=1S/C22H30O6/c1-6-12(2)21(25)28-20-19-13(3)11-26-18(19)9-15-7-8-17(27-14(4)24)16(10-23)22(15,20)5/h6,11,15-17,20,23H,7-10H2,1-5H3
• InChI Key: ZWHBJXTWIQHNDR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₆
• Molecular Weight: 390.50 g/mol
• Exact Mass: 390.20423867 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.65
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9854	98.54%
Caco-2	+	0.6942	69.42%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8575	85.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8683	86.83%
OATP1B3 inhibitior	+	0.9019	90.19%
MATE1 inhibitior	-	0.7812	78.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8540	85.40%
P-glycoprotein inhibitior	+	0.6760	67.60%
P-glycoprotein substrate	-	0.6767	67.67%
CYP3A4 substrate	+	0.6465	64.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8927	89.27%
CYP3A4 inhibition	-	0.5369	53.69%
CYP2C9 inhibition	-	0.6740	67.40%
CYP2C19 inhibition	-	0.6995	69.95%
CYP2D6 inhibition	-	0.9128	91.28%
CYP1A2 inhibition	+	0.6361	63.61%
CYP2C8 inhibition	+	0.4783	47.83%
CYP inhibitory promiscuity	-	0.5465	54.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6229	62.29%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9507	95.07%
Skin irritation	-	0.6120	61.20%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.5888	58.88%
Human Ether-a-go-go-Related Gene inhibition	+	0.8688	86.88%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5042	50.42%
skin sensitisation	-	0.8757	87.57%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4915	49.15%
Acute Oral Toxicity (c)	III	0.4573	45.73%
Estrogen receptor binding	+	0.8207	82.07%
Androgen receptor binding	+	0.6178	61.78%
Thyroid receptor binding	-	0.5280	52.80%
Glucocorticoid receptor binding	+	0.7971	79.71%
Aromatase binding	+	0.5745	57.45%
PPAR gamma	+	0.7330	73.30%
Honey bee toxicity	-	0.8092	80.92%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9940	99.40%

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	98.17%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.17%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.67%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.88%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.02%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.03%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.62%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.19%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.40%	99.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.75%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.74%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	82.72%	91.19%
CHEMBL2996	Q05655	Protein kinase C delta	81.94%	97.79%

Plants that contains it

• Othonna quinquedentata

Cross-Links

• PubChem: 162883291
• LOTUS: LTS0253338
• wikiData: Q105384951