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

Details

• Internal ID: 0c82dea7-68f1-4081-a1cb-8a0114623e62
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 5-[2-(furan-3-yl)ethyl]-7-hydroxy-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• SMILES (Canonical): CC1C(CC2(C(C1(C)CCC3=COC=C3)CCC=C2C(=O)O)C)O
• SMILES (Isomeric): CC1C(CC2(C(C1(C)CCC3=COC=C3)CCC=C2C(=O)O)C)O
• InChI: InChI=1S/C20H28O4/c1-13-16(21)11-20(3)15(18(22)23)5-4-6-17(20)19(13,2)9-7-14-8-10-24-12-14/h5,8,10,12-13,16-17,21H,4,6-7,9,11H2,1-3H3,(H,22,23)
• InChI Key: CFGGKJQJJRBWIG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 70.70 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.05
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.7139	71.39%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6485	64.85%
OATP2B1 inhibitior	-	0.8681	86.81%
OATP1B1 inhibitior	+	0.7587	75.87%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6658	66.58%
P-glycoprotein inhibitior	-	0.8333	83.33%
P-glycoprotein substrate	-	0.6367	63.67%
CYP3A4 substrate	+	0.6022	60.22%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8881	88.81%
CYP3A4 inhibition	+	0.7761	77.61%
CYP2C9 inhibition	-	0.9142	91.42%
CYP2C19 inhibition	-	0.8227	82.27%
CYP2D6 inhibition	-	0.9049	90.49%
CYP1A2 inhibition	-	0.6319	63.19%
CYP2C8 inhibition	-	0.5641	56.41%
CYP inhibitory promiscuity	-	0.6783	67.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5053	50.53%
Eye corrosion	-	0.9964	99.64%
Eye irritation	-	0.9694	96.94%
Skin irritation	+	0.6491	64.91%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3599	35.99%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5162	51.62%
skin sensitisation	-	0.7932	79.32%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.4574	45.74%
Acute Oral Toxicity (c)	III	0.5235	52.35%
Estrogen receptor binding	+	0.8112	81.12%
Androgen receptor binding	+	0.5778	57.78%
Thyroid receptor binding	+	0.5990	59.90%
Glucocorticoid receptor binding	+	0.8109	81.09%
Aromatase binding	+	0.8113	81.13%
PPAR gamma	-	0.4895	48.95%
Honey bee toxicity	-	0.8877	88.77%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9963	99.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.78%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.11%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.64%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.25%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	91.07%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.65%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.25%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.25%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.80%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.92%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163045210
• LOTUS: LTS0149474
• wikiData: Q104956508