[(1R,2S,4S,7S,9R,10E,13R,15S,16S)-13-acetyloxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.02,4.07,9]hexadec-10-en-16-yl] 2-methylpropanoate

Details

• Internal ID: 32a50c3d-6fec-4df7-8e9a-1911c06041de
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,2S,4S,7S,9R,10E,13R,15S,16S)-13-acetyloxy-4,8,8,11,15-pentamethyl-12-oxo-3-oxatetracyclo[11.3.0.02,4.07,9]hexadec-10-en-16-yl] 2-methylpropanoate
• SMILES (Canonical): CC1CC2(C(C1OC(=O)C(C)C)C3C(O3)(CCC4C(C4(C)C)C=C(C2=O)C)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1C[C@]2([C@H]([C@H]1OC(=O)C(C)C)[C@H]3[C@@](O3)(CC[C@H]4[C@H](C4(C)C)/C=C(/C2=O)\C)C)OC(=O)C
• InChI: InChI=1S/C26H38O6/c1-13(2)23(29)30-20-15(4)12-26(31-16(5)27)19(20)22-25(8,32-22)10-9-17-18(24(17,6)7)11-14(3)21(26)28/h11,13,15,17-20,22H,9-10,12H2,1-8H3/b14-11+/t15-,17-,18+,19+,20-,22-,25-,26+/m0/s1
• InChI Key: CLBNVMAQWXNMGF-PKBRFECASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₆
• Molecular Weight: 446.60 g/mol
• Exact Mass: 446.26683893 g/mol
• Topological Polar Surface Area (TPSA): 82.20 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.25
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9831	98.31%
Caco-2	-	0.5380	53.80%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5936	59.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8775	87.75%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	+	0.5200	52.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5554	55.54%
P-glycoprotein inhibitior	+	0.7925	79.25%
P-glycoprotein substrate	-	0.6037	60.37%
CYP3A4 substrate	+	0.7077	70.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9003	90.03%
CYP3A4 inhibition	-	0.7752	77.52%
CYP2C9 inhibition	-	0.7646	76.46%
CYP2C19 inhibition	-	0.7681	76.81%
CYP2D6 inhibition	-	0.9316	93.16%
CYP1A2 inhibition	+	0.5192	51.92%
CYP2C8 inhibition	-	0.5771	57.71%
CYP inhibitory promiscuity	-	0.9118	91.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5505	55.05%
Eye corrosion	-	0.9749	97.49%
Eye irritation	-	0.8676	86.76%
Skin irritation	-	0.5256	52.56%
Skin corrosion	-	0.8600	86.00%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5478	54.78%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5284	52.84%
skin sensitisation	-	0.6034	60.34%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6174	61.74%
Acute Oral Toxicity (c)	III	0.4811	48.11%
Estrogen receptor binding	+	0.8312	83.12%
Androgen receptor binding	+	0.7070	70.70%
Thyroid receptor binding	+	0.7170	71.70%
Glucocorticoid receptor binding	+	0.7453	74.53%
Aromatase binding	+	0.6177	61.77%
PPAR gamma	+	0.7296	72.96%
Honey bee toxicity	-	0.6027	60.27%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5749	57.49%
Fish aquatic toxicity	+	0.9361	93.61%

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	96.57%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.63%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.71%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.30%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.11%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.41%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.10%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.64%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.41%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.30%	100.00%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	86.69%	92.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.90%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	84.12%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	84.09%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.25%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.96%	92.62%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.67%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.14%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.69%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.42%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.39%	97.28%
CHEMBL5028	O14672	ADAM10	80.20%	97.50%

Plants that contains it

• Euphorbia characias

Cross-Links

• PubChem: 162956669
• LOTUS: LTS0023770
• wikiData: Q104963169