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

Details

• Internal ID: ed277ced-cecc-4069-88a4-eb08a95a778f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(E)-5-[(1R,4aR,8aR)-2,5,5,8a-tetramethyl-7-oxo-4,4a,6,8-tetrahydro-1H-naphthalen-1-yl]-3-methylpent-2-enyl] acetate
• SMILES (Canonical): CC1=CCC2C(CC(=O)CC2(C1CCC(=CCOC(=O)C)C)C)(C)C
• SMILES (Isomeric): CC1=CC[C@H]2[C@]([C@@H]1CC/C(=C/COC(=O)C)/C)(CC(=O)CC2(C)C)C
• InChI: InChI=1S/C22H34O3/c1-15(11-12-25-17(3)23)7-9-19-16(2)8-10-20-21(4,5)13-18(24)14-22(19,20)6/h8,11,19-20H,7,9-10,12-14H2,1-6H3/b15-11+/t19-,20-,22+/m1/s1
• InChI Key: LABJRCCKHONGEZ-BNERQISMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₃
• Molecular Weight: 346.50 g/mol
• Exact Mass: 346.25079494 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 5.25
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.6506	65.06%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8967	89.67%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.8933	89.33%
OATP1B3 inhibitior	+	0.8955	89.55%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8524	85.24%
P-glycoprotein inhibitior	-	0.5080	50.80%
P-glycoprotein substrate	-	0.8211	82.11%
CYP3A4 substrate	+	0.6440	64.40%
CYP2C9 substrate	-	0.8017	80.17%
CYP2D6 substrate	-	0.8590	85.90%
CYP3A4 inhibition	-	0.8307	83.07%
CYP2C9 inhibition	-	0.7495	74.95%
CYP2C19 inhibition	-	0.5827	58.27%
CYP2D6 inhibition	-	0.9279	92.79%
CYP1A2 inhibition	-	0.8772	87.72%
CYP2C8 inhibition	+	0.4519	45.19%
CYP inhibitory promiscuity	-	0.6983	69.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4942	49.42%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9208	92.08%
Skin irritation	-	0.6664	66.64%
Skin corrosion	-	0.9837	98.37%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8249	82.49%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5821	58.21%
skin sensitisation	-	0.5666	56.66%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5838	58.38%
Acute Oral Toxicity (c)	III	0.7818	78.18%
Estrogen receptor binding	+	0.6388	63.88%
Androgen receptor binding	-	0.5897	58.97%
Thyroid receptor binding	+	0.6368	63.68%
Glucocorticoid receptor binding	+	0.5639	56.39%
Aromatase binding	+	0.5859	58.59%
PPAR gamma	+	0.5375	53.75%
Honey bee toxicity	-	0.8654	86.54%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.14%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.10%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.71%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.46%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.27%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.12%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.43%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	83.19%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.19%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.86%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.43%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.32%	93.00%

Plants that contains it

• Baccharis gnidiifolia

Cross-Links

• PubChem: 14262691
• LOTUS: LTS0027903
• wikiData: Q105148549