[(5S)-3,4-bis(acetyloxymethyl)-5-methyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-9-yl] propanoate

Details

• Internal ID: 1c6c1c12-849a-4793-9e09-158a4dfce4d3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(5S)-3,4-bis(acetyloxymethyl)-5-methyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-9-yl] propanoate
• SMILES (Canonical): CCC(=O)OC1=C2C(=C(C3=C1CCCC3C)COC(=O)C)C(=CO2)COC(=O)C
• SMILES (Isomeric): CCC(=O)OC1=C2C(=C(C3=C1CCC[C@@H]3C)COC(=O)C)C(=CO2)COC(=O)C
• InChI: InChI=1S/C22H26O7/c1-5-18(25)29-21-16-8-6-7-12(2)19(16)17(11-27-14(4)24)20-15(9-26-13(3)23)10-28-22(20)21/h10,12H,5-9,11H2,1-4H3/t12-/m0/s1
• InChI Key: ICTKNIHRITXMBQ-LBPRGKRZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₇
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.16785316 g/mol
• Topological Polar Surface Area (TPSA): 92.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.31
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.5987	59.87%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6922	69.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8488	84.88%
OATP1B3 inhibitior	+	0.9170	91.70%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9669	96.69%
P-glycoprotein inhibitior	+	0.6277	62.77%
P-glycoprotein substrate	-	0.7435	74.35%
CYP3A4 substrate	+	0.5867	58.67%
CYP2C9 substrate	-	0.7850	78.50%
CYP2D6 substrate	-	0.8059	80.59%
CYP3A4 inhibition	-	0.8284	82.84%
CYP2C9 inhibition	+	0.6946	69.46%
CYP2C19 inhibition	+	0.8732	87.32%
CYP2D6 inhibition	-	0.9303	93.03%
CYP1A2 inhibition	+	0.7242	72.42%
CYP2C8 inhibition	+	0.5839	58.39%
CYP inhibitory promiscuity	+	0.5332	53.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5292	52.92%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.7648	76.48%
Skin irritation	-	0.8546	85.46%
Skin corrosion	-	0.9589	95.89%
Ames mutagenesis	-	0.5191	51.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.6868	68.68%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5947	59.47%
skin sensitisation	-	0.8684	86.84%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9376	93.76%
Acute Oral Toxicity (c)	III	0.6418	64.18%
Estrogen receptor binding	+	0.6010	60.10%
Androgen receptor binding	+	0.7298	72.98%
Thyroid receptor binding	-	0.5628	56.28%
Glucocorticoid receptor binding	+	0.8323	83.23%
Aromatase binding	-	0.5771	57.71%
PPAR gamma	+	0.8078	80.78%
Honey bee toxicity	-	0.8221	82.21%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	97.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.08%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.42%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.89%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.85%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.99%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.67%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.26%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.31%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.40%	86.33%

Plants that contains it

• Senecio lydenburgensis

Cross-Links

• PubChem: 163040262
• LOTUS: LTS0223381
• wikiData: Q105111159