(3,4,5-Trimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-9-yl) propanoate

Details

• Internal ID: f31898ed-2fb8-4833-b2ad-627cf4c6d5de
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (3,4,5-trimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-9-yl) propanoate
• SMILES (Canonical): CCC(=O)OC1=C2C(=C(C3=C1CCCC3C)C)C(=CO2)C
• SMILES (Isomeric): CCC(=O)OC1=C2C(=C(C3=C1CCCC3C)C)C(=CO2)C
• InChI: InChI=1S/C18H22O3/c1-5-14(19)21-17-13-8-6-7-10(2)15(13)12(4)16-11(3)9-20-18(16)17/h9-10H,5-8H2,1-4H3
• InChI Key: BHVFNQVGTIELNX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₃
• Molecular Weight: 286.40 g/mol
• Exact Mass: 286.15689456 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.80
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8991	89.91%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5063	50.63%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8873	88.73%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.4731	47.31%
P-glycoprotein inhibitior	-	0.6373	63.73%
P-glycoprotein substrate	-	0.8234	82.34%
CYP3A4 substrate	+	0.5640	56.40%
CYP2C9 substrate	-	0.7850	78.50%
CYP2D6 substrate	-	0.8059	80.59%
CYP3A4 inhibition	-	0.8726	87.26%
CYP2C9 inhibition	+	0.5236	52.36%
CYP2C19 inhibition	+	0.7772	77.72%
CYP2D6 inhibition	-	0.9042	90.42%
CYP1A2 inhibition	+	0.7496	74.96%
CYP2C8 inhibition	+	0.5658	56.58%
CYP inhibitory promiscuity	+	0.6217	62.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5422	54.22%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.7389	73.89%
Skin irritation	-	0.7983	79.83%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	-	0.5945	59.45%
Human Ether-a-go-go-Related Gene inhibition	-	0.3687	36.87%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5590	55.90%
skin sensitisation	-	0.7763	77.63%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9657	96.57%
Acute Oral Toxicity (c)	III	0.6215	62.15%
Estrogen receptor binding	-	0.6270	62.70%
Androgen receptor binding	+	0.7018	70.18%
Thyroid receptor binding	-	0.6014	60.14%
Glucocorticoid receptor binding	+	0.7150	71.50%
Aromatase binding	-	0.7277	72.77%
PPAR gamma	+	0.7617	76.17%
Honey bee toxicity	-	0.9186	91.86%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9943	99.43%

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	93.27%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.16%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.15%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.73%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.33%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.18%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.10%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.02%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.64%	96.09%

Plants that contains it

• Senecio lydenburgensis

Cross-Links

• PubChem: 162989926
• LOTUS: LTS0010899
• wikiData: Q104936252