[(1S,2R,6R,7S,9S,11S,12S)-11-acetyloxy-1-[2-acetyloxy-2-(furan-3-yl)ethyl]-12-methyl-8-oxospiro[10-oxatricyclo[7.2.1.02,7]dodecane-6,2'-oxirane]-7-yl]methyl acetate

Details

• Internal ID: 51da43ca-0f38-4d44-94b4-0e26e3743bde
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [(1S,2R,6R,7S,9S,11S,12S)-11-acetyloxy-1-[2-acetyloxy-2-(furan-3-yl)ethyl]-12-methyl-8-oxospiro[10-oxatricyclo[7.2.1.02,7]dodecane-6,2'-oxirane]-7-yl]methyl acetate
• SMILES (Canonical): CC1C2C(=O)C3(C(C1(C(O2)OC(=O)C)CC(C4=COC=C4)OC(=O)C)CCCC35CO5)COC(=O)C
• SMILES (Isomeric): C[C@@H]1[C@H]2C(=O)[C@@]3([C@@H]([C@@]1([C@@H](O2)OC(=O)C)CC(C4=COC=C4)OC(=O)C)CCC[C@]35CO5)COC(=O)C
• InChI: InChI=1S/C26H32O10/c1-14-21-22(30)26(13-32-15(2)27)20(6-5-8-24(26)12-33-24)25(14,23(36-21)35-17(4)29)10-19(34-16(3)28)18-7-9-31-11-18/h7,9,11,14,19-21,23H,5-6,8,10,12-13H2,1-4H3/t14-,19?,20-,21+,23-,24+,25-,26+/m1/s1
• InChI Key: NVXHMXWENIMUMU-DPBHEFNUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₀
• Molecular Weight: 504.50 g/mol
• Exact Mass: 504.19954721 g/mol
• Topological Polar Surface Area (TPSA): 131.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 10
• 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	+	0.9721	97.21%
Caco-2	-	0.6876	68.76%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7480	74.80%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.7899	78.99%
OATP1B3 inhibitior	+	0.9608	96.08%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9319	93.19%
P-glycoprotein inhibitior	+	0.8091	80.91%
P-glycoprotein substrate	-	0.5239	52.39%
CYP3A4 substrate	+	0.6886	68.86%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.8409	84.09%
CYP3A4 inhibition	-	0.7756	77.56%
CYP2C9 inhibition	-	0.7654	76.54%
CYP2C19 inhibition	-	0.5869	58.69%
CYP2D6 inhibition	-	0.9464	94.64%
CYP1A2 inhibition	-	0.8529	85.29%
CYP2C8 inhibition	+	0.5380	53.80%
CYP inhibitory promiscuity	-	0.8230	82.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5585	55.85%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.8911	89.11%
Skin irritation	-	0.7757	77.57%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8065	80.65%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5741	57.41%
skin sensitisation	-	0.8348	83.48%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6131	61.31%
Acute Oral Toxicity (c)	III	0.4170	41.70%
Estrogen receptor binding	+	0.8907	89.07%
Androgen receptor binding	+	0.7395	73.95%
Thyroid receptor binding	+	0.5811	58.11%
Glucocorticoid receptor binding	+	0.8165	81.65%
Aromatase binding	+	0.6810	68.10%
PPAR gamma	+	0.6246	62.46%
Honey bee toxicity	-	0.7298	72.98%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9824	98.24%

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	97.53%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.15%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.11%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.73%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.45%	97.25%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.29%	94.80%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.07%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.63%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.38%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	87.87%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.17%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.85%	89.00%
CHEMBL5028	O14672	ADAM10	84.57%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.40%	91.07%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.05%	93.04%
CHEMBL221	P23219	Cyclooxygenase-1	82.33%	90.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.16%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.04%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	81.93%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.24%	99.23%

Plants that contains it

• Teucrium cossonii

Cross-Links

• PubChem: 101635447
• LOTUS: LTS0189736
• wikiData: Q105186462