methyl (3aS,4R,5R,6E,10Z,11aR)-5-acetyloxy-4-[(2R,3R)-2,3-diacetyloxy-2-methylbutanoyl]oxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate

Details

• Internal ID: 4f3321ec-3441-4256-9aab-26c6e16d17d4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: methyl (3aS,4R,5R,6E,10Z,11aR)-5-acetyloxy-4-[(2R,3R)-2,3-diacetyloxy-2-methylbutanoyl]oxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate
• SMILES (Canonical): CC1=CC2C(C(C(C(=CCC1)C(=O)OC)OC(=O)C)OC(=O)C(C)(C(C)OC(=O)C)OC(=O)C)C(=C)C(=O)O2
• SMILES (Isomeric): C/C/1=C/[C@@H]2[C@@H]([C@H]([C@@H](/C(=C\CC1)/C(=O)OC)OC(=O)C)OC(=O)[C@@](C)([C@@H](C)OC(=O)C)OC(=O)C)C(=C)C(=O)O2
• InChI: InChI=1S/C27H34O12/c1-13-10-9-11-19(25(32)34-8)22(36-17(5)29)23(21-14(2)24(31)37-20(21)12-13)38-26(33)27(7,39-18(6)30)15(3)35-16(4)28/h11-12,15,20-23H,2,9-10H2,1,3-8H3/b13-12-,19-11+/t15-,20-,21+,22-,23-,27-/m1/s1
• InChI Key: FVILBYQDDCCJSZ-PYFRRHDWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₁₂
• Molecular Weight: 550.60 g/mol
• Exact Mass: 550.20502652 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.04
• H-Bond Acceptor: 12
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9856	98.56%
Caco-2	-	0.6916	69.16%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5237	52.37%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8518	85.18%
OATP1B3 inhibitior	+	0.8984	89.84%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9138	91.38%
P-glycoprotein inhibitior	+	0.9032	90.32%
P-glycoprotein substrate	+	0.5458	54.58%
CYP3A4 substrate	+	0.6808	68.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9086	90.86%
CYP3A4 inhibition	-	0.6752	67.52%
CYP2C9 inhibition	-	0.9029	90.29%
CYP2C19 inhibition	-	0.8585	85.85%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	+	0.6067	60.67%
CYP2C8 inhibition	+	0.6055	60.55%
CYP inhibitory promiscuity	-	0.8785	87.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5185	51.85%
Eye corrosion	-	0.9522	95.22%
Eye irritation	-	0.8848	88.48%
Skin irritation	-	0.6165	61.65%
Skin corrosion	-	0.8941	89.41%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5211	52.11%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5473	54.73%
skin sensitisation	-	0.6968	69.68%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6726	67.26%
Acute Oral Toxicity (c)	III	0.4318	43.18%
Estrogen receptor binding	+	0.8045	80.45%
Androgen receptor binding	+	0.6286	62.86%
Thyroid receptor binding	+	0.6187	61.87%
Glucocorticoid receptor binding	+	0.8667	86.67%
Aromatase binding	+	0.6541	65.41%
PPAR gamma	+	0.7471	74.71%
Honey bee toxicity	-	0.6505	65.05%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9629	96.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.62%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.38%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.03%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.66%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	91.92%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.07%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.62%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.73%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.10%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.73%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.94%	93.03%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.88%	97.21%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.40%	90.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.32%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.23%	97.14%
CHEMBL5028	O14672	ADAM10	84.55%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.92%	95.89%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.26%	95.71%

Plants that contains it

• Tetragonotheca helianthoides

Cross-Links

• PubChem: 163023934
• LOTUS: LTS0212436
• wikiData: Q105002431