3b,6,9a-Trimethyl-3-oxo-1,4,5,5a,7,8,9,9b,10,11-decahydronaphtho[2,1-e][2]benzofuran-6-carboxylic acid

Details

• Internal ID: af2a6ae1-81d7-4e97-8740-911bc84f14d3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3b,6,9a-trimethyl-3-oxo-1,4,5,5a,7,8,9,9b,10,11-decahydronaphtho[2,1-e][2]benzofuran-6-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC3(C2CCC4=C3C(=O)OC4)C)(C)C(=O)O
• SMILES (Isomeric): CC12CCCC(C1CCC3(C2CCC4=C3C(=O)OC4)C)(C)C(=O)O
• InChI: InChI=1S/C20H28O4/c1-18-8-4-9-20(3,17(22)23)14(18)7-10-19(2)13(18)6-5-12-11-24-16(21)15(12)19/h13-14H,4-11H2,1-3H3,(H,22,23)
• InChI Key: GSAAVBGTKPELAN-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: 4.10
• Atomic LogP (AlogP): 3.95
• H-Bond Acceptor: 3
• 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	+	0.9929	99.29%
Caco-2	+	0.8868	88.68%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7968	79.68%
OATP2B1 inhibitior	-	0.8645	86.45%
OATP1B1 inhibitior	+	0.8819	88.19%
OATP1B3 inhibitior	+	0.9111	91.11%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6480	64.80%
BSEP inhibitior	+	0.7468	74.68%
P-glycoprotein inhibitior	-	0.6133	61.33%
P-glycoprotein substrate	-	0.8686	86.86%
CYP3A4 substrate	+	0.6126	61.26%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.9179	91.79%
CYP3A4 inhibition	-	0.7797	77.97%
CYP2C9 inhibition	-	0.6870	68.70%
CYP2C19 inhibition	-	0.8483	84.83%
CYP2D6 inhibition	-	0.9033	90.33%
CYP1A2 inhibition	-	0.6113	61.13%
CYP2C8 inhibition	-	0.8058	80.58%
CYP inhibitory promiscuity	-	0.9211	92.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5998	59.98%
Eye corrosion	-	0.9782	97.82%
Eye irritation	-	0.7648	76.48%
Skin irritation	-	0.5761	57.61%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4153	41.53%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5697	56.97%
skin sensitisation	-	0.7877	78.77%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5077	50.77%
Acute Oral Toxicity (c)	III	0.6338	63.38%
Estrogen receptor binding	+	0.7002	70.02%
Androgen receptor binding	+	0.5781	57.81%
Thyroid receptor binding	+	0.6463	64.63%
Glucocorticoid receptor binding	+	0.7827	78.27%
Aromatase binding	+	0.6836	68.36%
PPAR gamma	+	0.6562	65.62%
Honey bee toxicity	-	0.9319	93.19%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.15%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.62%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.42%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.69%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.11%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.18%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.01%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.88%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.69%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.58%	91.19%
CHEMBL2581	P07339	Cathepsin D	81.53%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.82%	96.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73805615
• LOTUS: LTS0244664
• wikiData: Q105016907