[1,5,9-Triacetyloxy-9a-(acetyloxymethyl)-3a-hydroxy-2,5-dimethyl-4-oxo-6-prop-1-en-2-yl-1,2,3,5a,6,9,10,10a-octahydrobenzo[f]azulen-10-yl] butanoate

Details

• Internal ID: 1b883ffc-5031-44a3-9863-c6032678bd3f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [1,5,9-triacetyloxy-9a-(acetyloxymethyl)-3a-hydroxy-2,5-dimethyl-4-oxo-6-prop-1-en-2-yl-1,2,3,5a,6,9,10,10a-octahydrobenzo[f]azulen-10-yl] butanoate
• SMILES (Canonical): CCCC(=O)OC1C2C(C(CC2(C(=O)C(C3C1(C(C=CC3C(=C)C)OC(=O)C)COC(=O)C)(C)OC(=O)C)O)C)OC(=O)C
• SMILES (Isomeric): CCCC(=O)OC1C2C(C(CC2(C(=O)C(C3C1(C(C=CC3C(=C)C)OC(=O)C)COC(=O)C)(C)OC(=O)C)O)C)OC(=O)C
• InChI: InChI=1S/C32H44O12/c1-10-11-24(37)43-28-25-26(42-20(7)35)17(4)14-32(25,39)29(38)30(9,44-21(8)36)27-22(16(2)3)12-13-23(41-19(6)34)31(27,28)15-40-18(5)33/h12-13,17,22-23,25-28,39H,2,10-11,14-15H2,1,3-9H3
• InChI Key: JZYOERCCXIXEQU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₄O₁₂
• Molecular Weight: 620.70 g/mol
• Exact Mass: 620.28327683 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 12
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	-	0.7753	77.53%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6057	60.57%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8596	85.96%
OATP1B3 inhibitior	+	0.9571	95.71%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9479	94.79%
P-glycoprotein inhibitior	+	0.8306	83.06%
P-glycoprotein substrate	+	0.6512	65.12%
CYP3A4 substrate	+	0.6805	68.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.7383	73.83%
CYP2C9 inhibition	-	0.7825	78.25%
CYP2C19 inhibition	-	0.8833	88.33%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.8556	85.56%
CYP2C8 inhibition	+	0.4602	46.02%
CYP inhibitory promiscuity	-	0.9320	93.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6068	60.68%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.8858	88.58%
Skin irritation	+	0.6072	60.72%
Skin corrosion	-	0.9272	92.72%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4706	47.06%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5164	51.64%
skin sensitisation	-	0.7577	75.77%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8340	83.40%
Acute Oral Toxicity (c)	III	0.6784	67.84%
Estrogen receptor binding	+	0.7472	74.72%
Androgen receptor binding	+	0.6805	68.05%
Thyroid receptor binding	+	0.5378	53.78%
Glucocorticoid receptor binding	+	0.7633	76.33%
Aromatase binding	+	0.6635	66.35%
PPAR gamma	+	0.6970	69.70%
Honey bee toxicity	-	0.7063	70.63%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5318	53.18%
Fish aquatic toxicity	+	0.9804	98.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.92%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.51%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.41%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.70%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.98%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.78%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	94.22%	83.82%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.32%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.08%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.75%	96.77%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.13%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	84.01%	92.50%
CHEMBL299	P17252	Protein kinase C alpha	83.26%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	82.82%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.62%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.99%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.83%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.98%	99.23%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.88%	82.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.83%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	80.14%	91.49%

Plants that contains it

• Euphorbia polycaulis

Cross-Links

• PubChem: 78180642
• LOTUS: LTS0009671
• wikiData: Q105137718