3,4a-dimethyl-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-5-carboxylic acid

Details

• Internal ID: 110e79a2-d63f-4c7f-8f97-6f4eb6392022
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 3,4a-dimethyl-5,6,7,8,8a,9-hexahydro-4H-benzo[f][1]benzofuran-5-carboxylic acid
• SMILES (Canonical): CC1=COC2=C1CC3(C(C2)CCCC3C(=O)O)C
• SMILES (Isomeric): CC1=COC2=C1CC3(C(C2)CCCC3C(=O)O)C
• InChI: InChI=1S/C15H20O3/c1-9-8-18-13-6-10-4-3-5-12(14(16)17)15(10,2)7-11(9)13/h8,10,12H,3-7H2,1-2H3,(H,16,17)
• InChI Key: VCWWNXMTMQUZKV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

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	+	0.7618	76.18%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6922	69.22%
OATP2B1 inhibitior	-	0.8479	84.79%
OATP1B1 inhibitior	+	0.9052	90.52%
OATP1B3 inhibitior	+	0.9357	93.57%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.6648	66.48%
P-glycoprotein inhibitior	-	0.9273	92.73%
P-glycoprotein substrate	-	0.9162	91.62%
CYP3A4 substrate	+	0.5713	57.13%
CYP2C9 substrate	-	0.5888	58.88%
CYP2D6 substrate	-	0.8396	83.96%
CYP3A4 inhibition	-	0.6482	64.82%
CYP2C9 inhibition	-	0.8043	80.43%
CYP2C19 inhibition	-	0.7303	73.03%
CYP2D6 inhibition	-	0.9426	94.26%
CYP1A2 inhibition	-	0.6508	65.08%
CYP2C8 inhibition	-	0.7656	76.56%
CYP inhibitory promiscuity	-	0.8744	87.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5634	56.34%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.7163	71.63%
Skin irritation	-	0.6399	63.99%
Skin corrosion	-	0.9241	92.41%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6467	64.67%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6282	62.82%
skin sensitisation	-	0.8329	83.29%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6480	64.80%
Acute Oral Toxicity (c)	III	0.5388	53.88%
Estrogen receptor binding	-	0.6917	69.17%
Androgen receptor binding	+	0.5983	59.83%
Thyroid receptor binding	-	0.5694	56.94%
Glucocorticoid receptor binding	-	0.6342	63.42%
Aromatase binding	-	0.7161	71.61%
PPAR gamma	+	0.6499	64.99%
Honey bee toxicity	-	0.9522	95.22%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9941	99.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.06%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.89%	93.56%
CHEMBL2581	P07339	Cathepsin D	87.36%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.36%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.99%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.77%	89.00%

Plants that contains it

• Ligularia thyrsoidea

Cross-Links

• PubChem: 163033032
• LOTUS: LTS0041266
• wikiData: Q105284008