1,4a-dimethyl-6-methylidene-5-[2-(4-oxofuran-3-yl)ethyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Details

• Internal ID: 89360273-b194-4c63-97ae-6625cc69784c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 1,4a-dimethyl-6-methylidene-5-[2-(4-oxofuran-3-yl)ethyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• InChI: InChI=1S/C20H28O4/c1-13-5-8-17-19(2,9-4-10-20(17,3)18(22)23)15(13)7-6-14-11-24-12-16(14)21/h11,15,17H,1,4-10,12H2,2-3H3,(H,22,23)
• InChI Key: VMZPMMHURNQRAH-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): 63.60 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.11
• H-Bond Acceptor: 3
• 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	+	0.9823	98.23%
Caco-2	+	0.6999	69.99%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8385	83.85%
OATP2B1 inhibitior	-	0.8658	86.58%
OATP1B1 inhibitior	+	0.7375	73.75%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5343	53.43%
BSEP inhibitior	+	0.6473	64.73%
P-glycoprotein inhibitior	-	0.5982	59.82%
P-glycoprotein substrate	-	0.7605	76.05%
CYP3A4 substrate	+	0.6456	64.56%
CYP2C9 substrate	+	0.6023	60.23%
CYP2D6 substrate	-	0.8916	89.16%
CYP3A4 inhibition	-	0.7105	71.05%
CYP2C9 inhibition	-	0.8537	85.37%
CYP2C19 inhibition	-	0.8886	88.86%
CYP2D6 inhibition	-	0.9510	95.10%
CYP1A2 inhibition	-	0.8016	80.16%
CYP2C8 inhibition	-	0.6490	64.90%
CYP inhibitory promiscuity	-	0.9008	90.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5879	58.79%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.7792	77.92%
Skin irritation	+	0.6151	61.51%
Skin corrosion	-	0.9160	91.60%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4560	45.60%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5293	52.93%
skin sensitisation	-	0.8977	89.77%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5979	59.79%
Acute Oral Toxicity (c)	III	0.5492	54.92%
Estrogen receptor binding	+	0.6984	69.84%
Androgen receptor binding	+	0.5817	58.17%
Thyroid receptor binding	+	0.7289	72.89%
Glucocorticoid receptor binding	+	0.8262	82.62%
Aromatase binding	+	0.6792	67.92%
PPAR gamma	+	0.5532	55.32%
Honey bee toxicity	-	0.8933	89.33%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9968	99.68%

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	94.25%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.38%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	92.40%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.28%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.26%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.43%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.94%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.84%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.22%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.88%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.74%	91.19%

Plants that contains it

• Brickellia glomerata

Cross-Links

• PubChem: 162900862
• LOTUS: LTS0250081
• wikiData: Q105289442