[14-(Hydroxymethyl)-5,5,9-trimethyl-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] 2-methylbut-2-enoate

Details

• Internal ID: 8c0cc1d4-6578-43ca-a189-71ec4718d874
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [14-(hydroxymethyl)-5,5,9-trimethyl-6-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CCC2(C3CCC4CC3(CCC2C1(C)C)CC4CO)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CCC2(C3CCC4CC3(CCC2C1(C)C)CC4CO)C
• InChI: InChI=1S/C25H40O3/c1-6-16(2)22(27)28-21-10-11-24(5)19(23(21,3)4)9-12-25-13-17(7-8-20(24)25)18(14-25)15-26/h6,17-21,26H,7-15H2,1-5H3
• InChI Key: VTKKITYVYNJTMZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₀O₃
• Molecular Weight: 388.60 g/mol
• Exact Mass: 388.29774513 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.52
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.5627	56.27%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8485	84.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8505	85.05%
OATP1B3 inhibitior	+	0.8512	85.12%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.8679	86.79%
P-glycoprotein inhibitior	-	0.5463	54.63%
P-glycoprotein substrate	-	0.7175	71.75%
CYP3A4 substrate	+	0.6866	68.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8793	87.93%
CYP3A4 inhibition	-	0.8575	85.75%
CYP2C9 inhibition	-	0.5148	51.48%
CYP2C19 inhibition	-	0.7653	76.53%
CYP2D6 inhibition	-	0.9326	93.26%
CYP1A2 inhibition	-	0.8322	83.22%
CYP2C8 inhibition	-	0.6860	68.60%
CYP inhibitory promiscuity	-	0.7159	71.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5916	59.16%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9627	96.27%
Skin irritation	-	0.5828	58.28%
Skin corrosion	-	0.9718	97.18%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4414	44.14%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6699	66.99%
skin sensitisation	-	0.7633	76.33%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6698	66.98%
Acute Oral Toxicity (c)	III	0.7150	71.50%
Estrogen receptor binding	+	0.8643	86.43%
Androgen receptor binding	+	0.5346	53.46%
Thyroid receptor binding	+	0.5472	54.72%
Glucocorticoid receptor binding	+	0.7273	72.73%
Aromatase binding	+	0.7031	70.31%
PPAR gamma	+	0.6967	69.67%
Honey bee toxicity	-	0.6883	68.83%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9948	99.48%

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	96.88%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.92%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.70%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.81%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.63%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	86.02%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	85.95%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.91%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.31%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.48%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.00%	82.69%
CHEMBL2581	P07339	Cathepsin D	80.63%	98.95%

Plants that contains it

• Robinsonia evenia

Cross-Links

• PubChem: 162870698
• LOTUS: LTS0258696
• wikiData: Q105292800