(3S)-5-[(1S,2S,4R,4aR,8aR)-1,2,4a,5-tetramethyl-4-(2-methylpropoxy)-3-oxo-4,7,8,8a-tetrahydro-2H-naphthalen-1-yl]-3-methylpentanoic acid

Details

• Internal ID: 803c3452-ce27-484d-9cb3-8f8c0b93d866
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (3S)-5-[(1S,2S,4R,4aR,8aR)-1,2,4a,5-tetramethyl-4-(2-methylpropoxy)-3-oxo-4,7,8,8a-tetrahydro-2H-naphthalen-1-yl]-3-methylpentanoic acid
• InChI: InChI=1S/C24H40O4/c1-15(2)14-28-22-21(27)18(5)23(6,12-11-16(3)13-20(25)26)19-10-8-9-17(4)24(19,22)7/h9,15-16,18-19,22H,8,10-14H2,1-7H3,(H,25,26)/t16-,18+,19+,22-,23+,24-/m0/s1
• InChI Key: WVWFKERWMCGXGZ-WJVHVQENSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₀O₄
• Molecular Weight: 392.60 g/mol
• Exact Mass: 392.29265975 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.51
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	+	0.6489	64.89%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.9036	90.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.9175	91.75%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7873	78.73%
P-glycoprotein inhibitior	-	0.4546	45.46%
P-glycoprotein substrate	-	0.5918	59.18%
CYP3A4 substrate	+	0.6380	63.80%
CYP2C9 substrate	-	0.6090	60.90%
CYP2D6 substrate	-	0.8684	86.84%
CYP3A4 inhibition	-	0.7624	76.24%
CYP2C9 inhibition	-	0.8380	83.80%
CYP2C19 inhibition	-	0.8949	89.49%
CYP2D6 inhibition	-	0.9105	91.05%
CYP1A2 inhibition	-	0.8852	88.52%
CYP2C8 inhibition	-	0.8118	81.18%
CYP inhibitory promiscuity	-	0.8947	89.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6940	69.40%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.9134	91.34%
Skin irritation	+	0.6043	60.43%
Skin corrosion	-	0.9737	97.37%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6938	69.38%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5054	50.54%
skin sensitisation	-	0.7587	75.87%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5767	57.67%
Acute Oral Toxicity (c)	III	0.7474	74.74%
Estrogen receptor binding	+	0.8260	82.60%
Androgen receptor binding	+	0.6665	66.65%
Thyroid receptor binding	+	0.6628	66.28%
Glucocorticoid receptor binding	+	0.7861	78.61%
Aromatase binding	+	0.8090	80.90%
PPAR gamma	+	0.5730	57.30%
Honey bee toxicity	-	0.7921	79.21%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.9951	99.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.51%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.95%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.45%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.79%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.53%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.25%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.46%	93.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.31%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.10%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.49%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.42%	97.25%
CHEMBL4208	P20618	Proteasome component C5	80.63%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.61%	86.33%

Plants that contains it

• Pteronia paniculata

Cross-Links

• PubChem: 162956106
• LOTUS: LTS0219078
• wikiData: Q105313828