8-[2-(Furan-3-yl)ethyl]-4,7,8-trimethyl-1,2,5,6,7,8a-hexahydronaphthalene-4a-carboxylic acid

Details

• Internal ID: 154c6503-55b5-429d-a406-fb8096b5b54d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 8-[2-(furan-3-yl)ethyl]-4,7,8-trimethyl-1,2,5,6,7,8a-hexahydronaphthalene-4a-carboxylic acid
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC3=COC=C3)CCC=C2C)C(=O)O
• SMILES (Isomeric): CC1CCC2(C(C1(C)CCC3=COC=C3)CCC=C2C)C(=O)O
• InChI: InChI=1S/C20H28O3/c1-14-7-11-20(18(21)22)15(2)5-4-6-17(20)19(14,3)10-8-16-9-12-23-13-16/h5,9,12-14,17H,4,6-8,10-11H2,1-3H3,(H,21,22)
• InChI Key: AVVOXUZRTCRDLA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.08
• H-Bond Acceptor: 2
• 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	+	0.9960	99.60%
Caco-2	+	0.8503	85.03%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Plasma membrane	0.4431	44.31%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.6889	68.89%
OATP1B3 inhibitior	+	0.8275	82.75%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5322	53.22%
P-glycoprotein inhibitior	-	0.7394	73.94%
P-glycoprotein substrate	-	0.7480	74.80%
CYP3A4 substrate	+	0.6270	62.70%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8448	84.48%
CYP3A4 inhibition	+	0.6231	62.31%
CYP2C9 inhibition	-	0.5668	56.68%
CYP2C19 inhibition	+	0.5312	53.12%
CYP2D6 inhibition	-	0.9040	90.40%
CYP1A2 inhibition	+	0.5279	52.79%
CYP2C8 inhibition	+	0.6023	60.23%
CYP inhibitory promiscuity	+	0.5208	52.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5893	58.93%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9502	95.02%
Skin irritation	-	0.6434	64.34%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7321	73.21%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5967	59.67%
skin sensitisation	-	0.5848	58.48%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7166	71.66%
Acute Oral Toxicity (c)	III	0.5683	56.83%
Estrogen receptor binding	+	0.7544	75.44%
Androgen receptor binding	+	0.6453	64.53%
Thyroid receptor binding	+	0.6414	64.14%
Glucocorticoid receptor binding	+	0.6215	62.15%
Aromatase binding	+	0.6110	61.10%
PPAR gamma	+	0.5382	53.82%
Honey bee toxicity	-	0.9313	93.13%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	99.36%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.54%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.17%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.65%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.65%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.04%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.66%	97.09%
CHEMBL233	P35372	Mu opioid receptor	85.04%	97.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.67%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.92%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.44%	94.45%
CHEMBL5028	O14672	ADAM10	80.33%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.27%	95.89%

Plants that contains it

• Callicarpa maingayi
• Croton cortesianus
• Galatella linosyris
• Hoffmannia strigillosa
• Solidago gigantea

Cross-Links

• PubChem: 12312682
• LOTUS: LTS0078322
• wikiData: Q104919867