5-(6-hydroxy-2,5,5,8a-tetramethyl-7-oxo-4,4a,6,8-tetrahydro-1H-naphthalen-1-yl)-3-methylpent-2-enal

Details

• Internal ID: 21a8efe6-7fa9-4a3f-ad7a-327550283e97
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5-(6-hydroxy-2,5,5,8a-tetramethyl-7-oxo-4,4a,6,8-tetrahydro-1H-naphthalen-1-yl)-3-methylpent-2-enal
• SMILES (Canonical): CC1=CCC2C(C(C(=O)CC2(C1CCC(=CC=O)C)C)O)(C)C
• SMILES (Isomeric): CC1=CCC2C(C(C(=O)CC2(C1CCC(=CC=O)C)C)O)(C)C
• InChI: InChI=1S/C20H30O3/c1-13(10-11-21)6-8-15-14(2)7-9-17-19(3,4)18(23)16(22)12-20(15,17)5/h7,10-11,15,17-18,23H,6,8-9,12H2,1-5H3
• InChI Key: UUEMHYJUQLXVQF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.86
• 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	+	0.9961	99.61%
Caco-2	+	0.8065	80.65%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8740	87.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8750	87.50%
OATP1B3 inhibitior	+	0.9236	92.36%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.6268	62.68%
P-glycoprotein inhibitior	-	0.7980	79.80%
P-glycoprotein substrate	-	0.7255	72.55%
CYP3A4 substrate	+	0.6266	62.66%
CYP2C9 substrate	-	0.7636	76.36%
CYP2D6 substrate	-	0.8654	86.54%
CYP3A4 inhibition	-	0.6421	64.21%
CYP2C9 inhibition	-	0.8477	84.77%
CYP2C19 inhibition	-	0.7822	78.22%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.9235	92.35%
CYP2C8 inhibition	-	0.7084	70.84%
CYP inhibitory promiscuity	-	0.8318	83.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6359	63.59%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9485	94.85%
Skin irritation	+	0.5440	54.40%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	-	0.6628	66.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6937	69.37%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5946	59.46%
skin sensitisation	+	0.5354	53.54%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5352	53.52%
Acute Oral Toxicity (c)	III	0.7135	71.35%
Estrogen receptor binding	+	0.6350	63.50%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6697	66.97%
Glucocorticoid receptor binding	+	0.7371	73.71%
Aromatase binding	-	0.5777	57.77%
PPAR gamma	-	0.5618	56.18%
Honey bee toxicity	-	0.8620	86.20%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	95.20%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.19%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	94.18%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.76%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.22%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.20%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.95%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.06%	94.45%
CHEMBL1871	P10275	Androgen Receptor	82.39%	96.43%
CHEMBL3401	O75469	Pregnane X receptor	80.14%	94.73%

Plants that contains it

• Baccharis boliviensis

Cross-Links

• PubChem: 163076795
• LOTUS: LTS0253125
• wikiData: Q105279275