[(1S,2S,3S,7S,8R,9R,10S,11R,12Z,14S,17R)-2,7,9-triacetyloxy-11-butanoyloxy-4,8,12,17-tetramethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.01,17.03,8]octadeca-4,12-dien-10-yl] butanoate

Details

• Internal ID: 50003339-6526-4779-9739-787f19fdcb5b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1S,2S,3S,7S,8R,9R,10S,11R,12Z,14S,17R)-2,7,9-triacetyloxy-11-butanoyloxy-4,8,12,17-tetramethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.01,17.03,8]octadeca-4,12-dien-10-yl] butanoate
• SMILES (Canonical): CCCC(=O)OC1C(C(=CC2C3(C(C4C(=CCC(C4(C1OC(=O)C)C)OC(=O)C)C)OC(=O)C)C(O3)(C(=O)O2)C)C)OC(=O)CCC
• SMILES (Isomeric): CCCC(=O)O[C@H]1[C@@H](/C(=C\[C@H]2[C@]3([C@H]([C@H]4C(=CC[C@@H]([C@@]4([C@H]1OC(=O)C)C)OC(=O)C)C)OC(=O)C)[C@@](O3)(C(=O)O2)C)/C)OC(=O)CCC
• InChI: InChI=1S/C34H46O13/c1-10-12-24(38)45-27-18(4)16-23-34(33(9,47-34)31(40)44-23)29(42-20(6)36)26-17(3)14-15-22(41-19(5)35)32(26,8)30(43-21(7)37)28(27)46-25(39)13-11-2/h14,16,22-23,26-30H,10-13,15H2,1-9H3/b18-16-/t22-,23-,26+,27+,28-,29-,30-,32-,33-,34-/m0/s1
• InChI Key: GBCBINOVRJNUFM-AHQGHBISSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₆O₁₃
• Molecular Weight: 662.70 g/mol
• Exact Mass: 662.29384152 g/mol
• Topological Polar Surface Area (TPSA): 170.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.59
• H-Bond Acceptor: 13
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	-	0.7624	76.24%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6679	66.79%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8175	81.75%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9906	99.06%
P-glycoprotein inhibitior	+	0.8957	89.57%
P-glycoprotein substrate	+	0.5431	54.31%
CYP3A4 substrate	+	0.6584	65.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	+	0.5127	51.27%
CYP2C9 inhibition	-	0.8610	86.10%
CYP2C19 inhibition	-	0.8130	81.30%
CYP2D6 inhibition	-	0.9203	92.03%
CYP1A2 inhibition	-	0.7243	72.43%
CYP2C8 inhibition	+	0.5924	59.24%
CYP inhibitory promiscuity	-	0.6083	60.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4848	48.48%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8934	89.34%
Skin irritation	-	0.5436	54.36%
Skin corrosion	-	0.8313	83.13%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	-	0.7661	76.61%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5834	58.34%
Acute Oral Toxicity (c)	III	0.5128	51.28%
Estrogen receptor binding	+	0.7907	79.07%
Androgen receptor binding	+	0.7032	70.32%
Thyroid receptor binding	+	0.5603	56.03%
Glucocorticoid receptor binding	+	0.8268	82.68%
Aromatase binding	+	0.6867	68.67%
PPAR gamma	+	0.7402	74.02%
Honey bee toxicity	-	0.7854	78.54%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9671	96.71%

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	96.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.31%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.67%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.69%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.62%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.77%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.48%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.78%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.86%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.41%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.66%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.28%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.51%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.85%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.34%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	82.09%	92.50%
CHEMBL1871	P10275	Androgen Receptor	81.50%	96.43%
CHEMBL2996	Q05655	Protein kinase C delta	81.34%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.34%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11679124
• LOTUS: LTS0173526
• wikiData: Q105005760