[(E)-5-[(1R,4aR,7S,8aR)-7-acetyloxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] acetate

Details

• Internal ID: 0172c241-5da2-4b19-b329-b992f660769d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(E)-5-[(1R,4aR,7S,8aR)-7-acetyloxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enyl] acetate
• InChI: InChI=1S/C24H38O4/c1-16(12-13-27-18(3)25)8-10-21-17(2)9-11-22-23(5,6)14-20(28-19(4)26)15-24(21,22)7/h9,12,20-22H,8,10-11,13-15H2,1-7H3/b16-12+/t20-,21+,22+,24-/m0/s1
• InChI Key: YHWGGOVTUYUUOG-XZXWLPLMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₈O₄
• Molecular Weight: 390.60 g/mol
• Exact Mass: 390.27700969 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.62
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.5547	55.47%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8929	89.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8879	88.79%
OATP1B3 inhibitior	+	0.8607	86.07%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8428	84.28%
P-glycoprotein inhibitior	+	0.7275	72.75%
P-glycoprotein substrate	-	0.7511	75.11%
CYP3A4 substrate	+	0.6437	64.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7676	76.76%
CYP2C9 inhibition	-	0.8004	80.04%
CYP2C19 inhibition	-	0.8066	80.66%
CYP2D6 inhibition	-	0.9313	93.13%
CYP1A2 inhibition	-	0.8856	88.56%
CYP2C8 inhibition	+	0.5152	51.52%
CYP inhibitory promiscuity	-	0.7463	74.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5842	58.42%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9204	92.04%
Skin irritation	-	0.6259	62.59%
Skin corrosion	-	0.9843	98.43%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6832	68.32%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6423	64.23%
skin sensitisation	-	0.6606	66.06%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.4503	45.03%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.6408	64.08%
Androgen receptor binding	-	0.4891	48.91%
Thyroid receptor binding	+	0.6871	68.71%
Glucocorticoid receptor binding	+	0.7589	75.89%
Aromatase binding	+	0.5843	58.43%
PPAR gamma	+	0.6670	66.70%
Honey bee toxicity	-	0.8379	83.79%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.09%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.99%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.73%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.06%	97.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.22%	94.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.04%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.85%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.30%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.09%	82.69%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.37%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.47%	86.33%

Plants that contains it

• Baccharis gnidiifolia

Cross-Links

• PubChem: 14262688
• LOTUS: LTS0273226
• wikiData: Q105348643