methyl (1R,7S,8S,9S)-7-acetyloxy-9-[(1E,3E)-5-[(2R)-2,3-dihydroxypropoxy]-4-methyl-5-oxopenta-1,3-dienyl]-9-methyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-ene-4-carboxylate

Details

• Internal ID: c6b012c4-e4fd-4166-83f6-0e93bbd46352
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: methyl (1R,7S,8S,9S)-7-acetyloxy-9-[(1E,3E)-5-[(2R)-2,3-dihydroxypropoxy]-4-methyl-5-oxopenta-1,3-dienyl]-9-methyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-ene-4-carboxylate
• InChI: InChI=1S/C26H34O10/c1-16(21(30)34-15-19(29)14-27)6-5-10-24(3)20-9-12-25(23(32)36-24)11-7-18(22(31)33-4)8-13-26(20,25)35-17(2)28/h5-7,10,19-20,27,29H,8-9,11-15H2,1-4H3/b10-5+,16-6+/t19-,20+,24+,25-,26+/m1/s1
• InChI Key: JBUYSOIWVUUQEY-RQANJOIJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₁₀
• Molecular Weight: 506.50 g/mol
• Exact Mass: 506.21519728 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8914	89.14%
Caco-2	-	0.7442	74.42%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7608	76.08%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8385	83.85%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6521	65.21%
BSEP inhibitior	+	0.9049	90.49%
P-glycoprotein inhibitior	+	0.7683	76.83%
P-glycoprotein substrate	-	0.7347	73.47%
CYP3A4 substrate	+	0.7010	70.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8989	89.89%
CYP3A4 inhibition	-	0.9277	92.77%
CYP2C9 inhibition	-	0.8581	85.81%
CYP2C19 inhibition	-	0.8682	86.82%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.7966	79.66%
CYP2C8 inhibition	+	0.5694	56.94%
CYP inhibitory promiscuity	-	0.9822	98.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7065	70.65%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9265	92.65%
Skin irritation	-	0.7113	71.13%
Skin corrosion	-	0.9456	94.56%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5515	55.15%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8702	87.02%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6863	68.63%
Acute Oral Toxicity (c)	III	0.3594	35.94%
Estrogen receptor binding	+	0.8008	80.08%
Androgen receptor binding	+	0.6934	69.34%
Thyroid receptor binding	+	0.5949	59.49%
Glucocorticoid receptor binding	+	0.8124	81.24%
Aromatase binding	+	0.6115	61.15%
PPAR gamma	+	0.5194	51.94%
Honey bee toxicity	-	0.7807	78.07%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.6617	66.17%

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	98.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.15%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.59%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.99%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.09%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.12%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.41%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.50%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.43%	92.88%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.75%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.15%	99.23%
CHEMBL5028	O14672	ADAM10	83.94%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.47%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.53%	92.62%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.13%	95.83%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.11%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.62%	94.33%
CHEMBL221	P23219	Cyclooxygenase-1	81.30%	90.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.96%	97.14%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.70%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.62%	100.00%

Plants that contains it

• Larix kaempferi

Cross-Links

• PubChem: 162882921
• LOTUS: LTS0026801
• wikiData: Q105124599