methyl (Z)-5-[(1R,2S,4aS,8aS)-2-formyl-5,5,8a-trimethyl-6-oxo-2,3,4,4a,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoate

Details

• Internal ID: 4cd8a8d8-3e32-4a95-800c-6aa744c9ad0e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl (Z)-5-[(1R,2S,4aS,8aS)-2-formyl-5,5,8a-trimethyl-6-oxo-2,3,4,4a,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoate
• SMILES (Canonical): CC(=CC(=O)OC)CCC1C(CCC2C1(CCC(=O)C2(C)C)C)C=O
• SMILES (Isomeric): C/C(=C/C(=O)OC)/CC[C@@H]1[C@H](CC[C@H]2[C@]1(CCC(=O)C2(C)C)C)C=O
• InChI: InChI=1S/C21H32O4/c1-14(12-19(24)25-5)6-8-16-15(13-22)7-9-17-20(2,3)18(23)10-11-21(16,17)4/h12-13,15-17H,6-11H2,1-5H3/b14-12-/t15-,16-,17-,21+/m1/s1
• InChI Key: DACGUBQMNPEIQM-SACCDRSJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₄
• Molecular Weight: 348.50 g/mol
• Exact Mass: 348.23005950 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.12
• H-Bond Acceptor: 4
• 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	+	0.9940	99.40%
Caco-2	+	0.7177	71.77%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8430	84.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8727	87.27%
OATP1B3 inhibitior	+	0.8282	82.82%
MATE1 inhibitior	+	0.7600	76.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8307	83.07%
P-glycoprotein inhibitior	+	0.6597	65.97%
P-glycoprotein substrate	-	0.6594	65.94%
CYP3A4 substrate	+	0.6479	64.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9020	90.20%
CYP3A4 inhibition	-	0.6640	66.40%
CYP2C9 inhibition	-	0.8667	86.67%
CYP2C19 inhibition	-	0.8534	85.34%
CYP2D6 inhibition	-	0.9593	95.93%
CYP1A2 inhibition	-	0.9317	93.17%
CYP2C8 inhibition	-	0.5602	56.02%
CYP inhibitory promiscuity	-	0.8219	82.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8963	89.63%
Carcinogenicity (trinary)	Non-required	0.6684	66.84%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9338	93.38%
Skin irritation	-	0.6203	62.03%
Skin corrosion	-	0.9841	98.41%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7793	77.93%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.6548	65.48%
skin sensitisation	-	0.6336	63.36%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6384	63.84%
Acute Oral Toxicity (c)	III	0.8378	83.78%
Estrogen receptor binding	+	0.7527	75.27%
Androgen receptor binding	+	0.6808	68.08%
Thyroid receptor binding	+	0.6519	65.19%
Glucocorticoid receptor binding	+	0.6663	66.63%
Aromatase binding	+	0.6440	64.40%
PPAR gamma	-	0.5299	52.99%
Honey bee toxicity	-	0.7794	77.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.76%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.20%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.25%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.04%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	89.40%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.65%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.03%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.62%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.04%	92.62%
CHEMBL1937	Q92769	Histone deacetylase 2	82.51%	94.75%
CHEMBL5957	P21589	5'-nucleotidase	82.19%	97.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.84%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.22%	97.25%

Plants that contains it

• Ayapana amygdalina

Cross-Links

• PubChem: 162884167
• LOTUS: LTS0026359
• wikiData: Q104973400