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

Details

• Internal ID: db0a1f6c-2fe8-457c-af41-44d195f09853
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 5-[2-(5-methoxyoxolan-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC3CC(OC3)OC)CCC=C2C(=O)O)C
• SMILES (Isomeric): CC1CCC2(C(C1(C)CCC3CC(OC3)OC)CCC=C2C(=O)O)C
• InChI: InChI=1S/C21H34O4/c1-14-8-10-21(3)16(19(22)23)6-5-7-17(21)20(14,2)11-9-15-12-18(24-4)25-13-15/h6,14-15,17-18H,5,7-13H2,1-4H3,(H,22,23)
• InChI Key: AGZLUBWOHWIZBV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₄
• Molecular Weight: 350.50 g/mol
• Exact Mass: 350.24570956 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.64
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	+	0.7212	72.12%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7318	73.18%
OATP2B1 inhibitior	-	0.8652	86.52%
OATP1B1 inhibitior	+	0.8609	86.09%
OATP1B3 inhibitior	+	0.9324	93.24%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7584	75.84%
P-glycoprotein inhibitior	-	0.6367	63.67%
P-glycoprotein substrate	-	0.6572	65.72%
CYP3A4 substrate	+	0.6423	64.23%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.9125	91.25%
CYP3A4 inhibition	-	0.6331	63.31%
CYP2C9 inhibition	-	0.8040	80.40%
CYP2C19 inhibition	-	0.8221	82.21%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.6647	66.47%
CYP2C8 inhibition	+	0.6159	61.59%
CYP inhibitory promiscuity	-	0.7537	75.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6398	63.98%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9474	94.74%
Skin irritation	-	0.5832	58.32%
Skin corrosion	-	0.9610	96.10%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3902	39.02%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5469	54.69%
skin sensitisation	-	0.8659	86.59%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5908	59.08%
Acute Oral Toxicity (c)	III	0.6597	65.97%
Estrogen receptor binding	+	0.8741	87.41%
Androgen receptor binding	-	0.5356	53.56%
Thyroid receptor binding	+	0.6632	66.32%
Glucocorticoid receptor binding	+	0.6191	61.91%
Aromatase binding	+	0.7857	78.57%
PPAR gamma	+	0.5847	58.47%
Honey bee toxicity	-	0.7905	79.05%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9925	99.25%

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	96.91%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.27%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.01%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.77%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.15%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.67%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.89%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	83.65%	91.19%
CHEMBL5028	O14672	ADAM10	82.70%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.77%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.34%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.75%	95.50%

Plants that contains it

• Baccharis gaudichaudiana

Cross-Links

• PubChem: 72988731
• LOTUS: LTS0090755
• wikiData: Q104912120