5'-ethenyl-1,4a,5',6-tetramethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxolane]-1-carboxylic acid

Details

• Internal ID: 37a43358-6b38-4a48-a13c-510b972988e4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5'-ethenyl-1,4a,5',6-tetramethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxolane]-1-carboxylic acid
• SMILES (Canonical): CC1CCC2C(CCCC2(C13CCC(O3)(C)C=C)C)(C)C(=O)O
• SMILES (Isomeric): CC1CCC2C(CCCC2(C13CCC(O3)(C)C=C)C)(C)C(=O)O
• InChI: InChI=1S/C20H32O3/c1-6-17(3)12-13-20(23-17)14(2)8-9-15-18(4,16(21)22)10-7-11-19(15,20)5/h6,14-15H,1,7-13H2,2-5H3,(H,21,22)
• InChI Key: AAPJXXBZLAKZSR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.81
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.8056	80.56%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Plasma membrane	0.4966	49.66%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8546	85.46%
OATP1B3 inhibitior	+	0.8287	82.87%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.9024	90.24%
P-glycoprotein inhibitior	-	0.8097	80.97%
P-glycoprotein substrate	-	0.8607	86.07%
CYP3A4 substrate	+	0.5915	59.15%
CYP2C9 substrate	-	0.6031	60.31%
CYP2D6 substrate	-	0.8568	85.68%
CYP3A4 inhibition	-	0.6050	60.50%
CYP2C9 inhibition	-	0.6589	65.89%
CYP2C19 inhibition	-	0.5913	59.13%
CYP2D6 inhibition	-	0.9534	95.34%
CYP1A2 inhibition	-	0.6313	63.13%
CYP2C8 inhibition	-	0.7145	71.45%
CYP inhibitory promiscuity	-	0.9059	90.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6041	60.41%
Eye corrosion	-	0.9703	97.03%
Eye irritation	-	0.8647	86.47%
Skin irritation	-	0.6002	60.02%
Skin corrosion	-	0.9226	92.26%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3858	38.58%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	-	0.6121	61.21%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5359	53.59%
Acute Oral Toxicity (c)	III	0.7165	71.65%
Estrogen receptor binding	+	0.8531	85.31%
Androgen receptor binding	+	0.5556	55.56%
Thyroid receptor binding	+	0.7036	70.36%
Glucocorticoid receptor binding	+	0.6744	67.44%
Aromatase binding	+	0.8213	82.13%
PPAR gamma	+	0.5536	55.36%
Honey bee toxicity	-	0.8713	87.13%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	90.22%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	90.02%	91.19%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	87.17%	82.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.54%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	85.42%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.17%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.58%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.06%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.87%	89.00%

Plants that contains it

• Stevia subpubescens

Cross-Links

• PubChem: 85159913
• LOTUS: LTS0248449
• wikiData: Q104908270