[(E)-5-[(1R,4aS,6S,8aS)-6-hydroxy-2,5,5,8a-tetramethyl-7-oxo-4,4a,6,8-tetrahydro-1H-naphthalen-1-yl]-3-methylpent-2-enyl] acetate

Details

• Internal ID: d6d6a2d3-d8e1-4f77-ab52-cb9c5e016ca1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(E)-5-[(1R,4aS,6S,8aS)-6-hydroxy-2,5,5,8a-tetramethyl-7-oxo-4,4a,6,8-tetrahydro-1H-naphthalen-1-yl]-3-methylpent-2-enyl] acetate
• InChI: InChI=1S/C22H34O4/c1-14(11-12-26-16(3)23)7-9-17-15(2)8-10-19-21(4,5)20(25)18(24)13-22(17,19)6/h8,11,17,19-20,25H,7,9-10,12-13H2,1-6H3/b14-11+/t17-,19-,20-,22+/m1/s1
• InChI Key: MGXRFKNRAHZEED-YZVKACDVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₄
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.24570956 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.22
• H-Bond Acceptor: 4
• 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	+	0.9883	98.83%
Caco-2	+	0.6092	60.92%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.9303	93.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8899	88.99%
OATP1B3 inhibitior	+	0.8169	81.69%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5141	51.41%
BSEP inhibitior	+	0.8011	80.11%
P-glycoprotein inhibitior	-	0.6352	63.52%
P-glycoprotein substrate	-	0.7669	76.69%
CYP3A4 substrate	+	0.6565	65.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.7961	79.61%
CYP2C9 inhibition	-	0.7726	77.26%
CYP2C19 inhibition	-	0.8838	88.38%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	-	0.8454	84.54%
CYP2C8 inhibition	-	0.5957	59.57%
CYP inhibitory promiscuity	-	0.8599	85.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6644	66.44%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9448	94.48%
Skin irritation	-	0.5384	53.84%
Skin corrosion	-	0.9763	97.63%
Ames mutagenesis	-	0.6328	63.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7149	71.49%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5821	58.21%
skin sensitisation	-	0.7829	78.29%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.6173	61.73%
Acute Oral Toxicity (c)	III	0.6123	61.23%
Estrogen receptor binding	+	0.6080	60.80%
Androgen receptor binding	-	0.4873	48.73%
Thyroid receptor binding	+	0.6197	61.97%
Glucocorticoid receptor binding	+	0.7154	71.54%
Aromatase binding	+	0.6185	61.85%
PPAR gamma	-	0.5423	54.23%
Honey bee toxicity	-	0.8209	82.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9973	99.73%

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	95.31%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.79%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.25%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.29%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.29%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.86%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.41%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	83.69%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.26%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.30%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.82%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	81.07%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	80.08%	91.19%

Plants that contains it

• Baccharis boliviensis

Cross-Links

• PubChem: 14262656
• LOTUS: LTS0132249
• wikiData: Q105163634