(2,3,11,14,15-Pentaacetyloxy-4-hydroxy-9,14-dimethyl-7-oxo-4-prop-1-en-2-yl-8-oxatetracyclo[11.2.1.01,10.05,9]hexadecan-16-yl) propanoate

Details

• Internal ID: 70192bc6-a48f-4a90-bec7-a0f9de8913eb
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (2,3,11,14,15-pentaacetyloxy-4-hydroxy-9,14-dimethyl-7-oxo-4-prop-1-en-2-yl-8-oxatetracyclo[11.2.1.01,10.05,9]hexadecan-16-yl) propanoate
• SMILES (Canonical): CCC(=O)OC1C2CC(C3C1(C(C(C(C4C3(OC(=O)C4)C)(C(=C)C)O)OC(=O)C)OC(=O)C)C(C2(C)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CCC(=O)OC1C2CC(C3C1(C(C(C(C4C3(OC(=O)C4)C)(C(=C)C)O)OC(=O)C)OC(=O)C)C(C2(C)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C33H44O15/c1-11-23(39)46-26-20-12-21(42-15(4)34)25-31(10)22(13-24(40)48-31)33(41,14(2)3)28(44-17(6)36)27(43-16(5)35)32(25,26)29(45-18(7)37)30(20,9)47-19(8)38/h20-22,25-29,41H,2,11-13H2,1,3-10H3
• InChI Key: GVZZJUJHLHCRFZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₄O₁₅
• Molecular Weight: 680.70 g/mol
• Exact Mass: 680.26802069 g/mol
• Topological Polar Surface Area (TPSA): 204.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 15
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	-	0.7759	77.59%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5883	58.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8722	87.22%
OATP1B3 inhibitior	+	0.8098	80.98%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7726	77.26%
P-glycoprotein inhibitior	+	0.7913	79.13%
P-glycoprotein substrate	+	0.5337	53.37%
CYP3A4 substrate	+	0.7015	70.15%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8663	86.63%
CYP3A4 inhibition	+	0.5257	52.57%
CYP2C9 inhibition	-	0.8047	80.47%
CYP2C19 inhibition	-	0.7348	73.48%
CYP2D6 inhibition	-	0.9558	95.58%
CYP1A2 inhibition	-	0.7465	74.65%
CYP2C8 inhibition	+	0.6010	60.10%
CYP inhibitory promiscuity	-	0.8153	81.53%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5668	56.68%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.8777	87.77%
Skin irritation	-	0.5744	57.44%
Skin corrosion	-	0.8848	88.48%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5333	53.33%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.6672	66.72%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6560	65.60%
Acute Oral Toxicity (c)	III	0.4247	42.47%
Estrogen receptor binding	+	0.7829	78.29%
Androgen receptor binding	+	0.6986	69.86%
Thyroid receptor binding	+	0.5694	56.94%
Glucocorticoid receptor binding	+	0.7034	70.34%
Aromatase binding	+	0.7077	70.77%
PPAR gamma	+	0.7142	71.42%
Honey bee toxicity	-	0.6462	64.62%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9792	97.92%

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	97.02%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.76%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.55%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.68%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	92.91%	83.82%
CHEMBL2996	Q05655	Protein kinase C delta	92.87%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.59%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.34%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.84%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	90.75%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.80%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.60%	89.00%
CHEMBL299	P17252	Protein kinase C alpha	85.04%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.68%	97.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.00%	97.28%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.50%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.70%	90.17%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.20%	82.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.08%	94.33%
CHEMBL255	P29275	Adenosine A2b receptor	80.79%	98.59%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.24%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.20%	95.56%

Plants that contains it

• Lyonia ovalifolia

Cross-Links

• PubChem: 75166999
• LOTUS: LTS0268640
• wikiData: Q105022080