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

Details

• Internal ID: e77f3374-6e95-444a-b3b4-fc731c482432
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 8a-(acetyloxymethyl)-5-[2-(furan-3-yl)ethyl]-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC3=COC=C3)CCC=C2C(=O)O)COC(=O)C
• SMILES (Isomeric): CC1CCC2(C(C1(C)CCC3=COC=C3)CCC=C2C(=O)O)COC(=O)C
• InChI: InChI=1S/C22H30O5/c1-15-7-11-22(14-27-16(2)23)18(20(24)25)5-4-6-19(22)21(15,3)10-8-17-9-12-26-13-17/h5,9,12-13,15,19H,4,6-8,10-11,14H2,1-3H3,(H,24,25)
• InChI Key: AIXFHEQYDFHUMC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₅
• Molecular Weight: 374.50 g/mol
• Exact Mass: 374.20932405 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.62
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9856	98.56%
Caco-2	+	0.5830	58.30%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7340	73.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7244	72.44%
OATP1B3 inhibitior	+	0.8720	87.20%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5521	55.21%
BSEP inhibitior	+	0.8320	83.20%
P-glycoprotein inhibitior	-	0.5245	52.45%
P-glycoprotein substrate	-	0.7088	70.88%
CYP3A4 substrate	+	0.6452	64.52%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.9026	90.26%
CYP3A4 inhibition	+	0.5919	59.19%
CYP2C9 inhibition	-	0.5112	51.12%
CYP2C19 inhibition	-	0.5765	57.65%
CYP2D6 inhibition	-	0.8495	84.95%
CYP1A2 inhibition	+	0.6283	62.83%
CYP2C8 inhibition	+	0.6338	63.38%
CYP inhibitory promiscuity	+	0.6522	65.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6058	60.58%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9460	94.60%
Skin irritation	-	0.6523	65.23%
Skin corrosion	-	0.9645	96.45%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7311	73.11%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5537	55.37%
skin sensitisation	-	0.7706	77.06%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5691	56.91%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5469	54.69%
Acute Oral Toxicity (c)	III	0.6868	68.68%
Estrogen receptor binding	+	0.7600	76.00%
Androgen receptor binding	+	0.6692	66.92%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7572	75.72%
Aromatase binding	+	0.6860	68.60%
PPAR gamma	+	0.5940	59.40%
Honey bee toxicity	-	0.8265	82.65%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6550	65.50%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.05%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.23%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.84%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.92%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.76%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.20%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.69%	94.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.71%	95.89%
CHEMBL5028	O14672	ADAM10	82.27%	97.50%

Plants that contains it

• Baccharis macraei

Cross-Links

• PubChem: 53396110
• LOTUS: LTS0080359
• wikiData: Q104913016