[3-Acetoxy-2-[4-[6-[4-[2-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-1-(acetoxymethyl)ethoxy]-3,5-dimethoxy-phenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxy-phenoxy]-3-(4-acetoxy-3-methoxy-phenyl)propyl] acetate

Details

• Internal ID: 506ded91-7537-4ede-bde5-b1807cbeb443
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [3-acetyloxy-3-(4-acetyloxy-3-methoxyphenyl)-2-[4-[6-[4-[1,3-diacetyloxy-1-(4-acetyloxy-3-methoxyphenyl)propan-2-yl]oxy-3,5-dimethoxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenoxy]propyl] acetate
• SMILES (Canonical): CC(=O)OCC(C(C1=CC(=C(C=C1)OC(=O)C)OC)OC(=O)C)OC2=C(C=C(C=C2OC)C3C4COC(C4CO3)C5=CC(=C(C(=C5)OC)OC(COC(=O)C)C(C6=CC(=C(C=C6)OC(=O)C)OC)OC(=O)C)OC)OC
• SMILES (Isomeric): CC(=O)OCC(C(C1=CC(=C(C=C1)OC(=O)C)OC)OC(=O)C)OC2=C(C=C(C=C2OC)C3C4COC(C4CO3)C5=CC(=C(C(=C5)OC)OC(COC(=O)C)C(C6=CC(=C(C=C6)OC(=O)C)OC)OC(=O)C)OC)OC
• InChI: InChI=1S/C54H62O22/c1-27(55)67-25-47(51(73-31(5)59)33-13-15-39(71-29(3)57)41(17-33)61-7)75-53-43(63-9)19-35(20-44(53)64-10)49-37-23-70-50(38(37)24-69-49)36-21-45(65-11)54(46(22-36)66-12)76-48(26-68-28(2)56)52(74-32(6)60)34-14-16-40(72-30(4)58)42(18-34)62-8/h13-22,37-38,47-52H,23-26H2,1-12H3
• InChI Key: BHSRFQQARRZECZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₆₂O₂₂
• Molecular Weight: 1063.10 g/mol
• Exact Mass: 1062.37327360 g/mol
• Topological Polar Surface Area (TPSA): 250.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 6.89
• H-Bond Acceptor: 22
• H-Bond Donor: 0
• Rotatable Bonds: 24

Synonyms

• G-b-S-r-S-b-G (acetate)
• [3-acetoxy-2-[4-[6-[4-[2-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-1-(acetoxymethyl)ethoxy]-3,5-dimethoxy-phenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxy-phenoxy]-3-(4-acetoxy-3-methoxy-phenyl)propyl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	-	0.8504	85.04%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8135	81.35%
OATP2B1 inhibitior	-	0.5668	56.68%
OATP1B1 inhibitior	+	0.8918	89.18%
OATP1B3 inhibitior	+	0.9205	92.05%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9780	97.80%
P-glycoprotein inhibitior	+	0.7744	77.44%
P-glycoprotein substrate	+	0.5905	59.05%
CYP3A4 substrate	+	0.6334	63.34%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.7999	79.99%
CYP3A4 inhibition	-	0.6082	60.82%
CYP2C9 inhibition	+	0.5426	54.26%
CYP2C19 inhibition	+	0.6469	64.69%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.8012	80.12%
CYP2C8 inhibition	+	0.6200	62.00%
CYP inhibitory promiscuity	+	0.6546	65.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5618	56.18%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8979	89.79%
Skin irritation	-	0.8889	88.89%
Skin corrosion	-	0.9745	97.45%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7589	75.89%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6323	63.23%
skin sensitisation	-	0.6980	69.80%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7652	76.52%
Acute Oral Toxicity (c)	III	0.6249	62.49%
Estrogen receptor binding	+	0.7983	79.83%
Androgen receptor binding	+	0.7778	77.78%
Thyroid receptor binding	+	0.6134	61.34%
Glucocorticoid receptor binding	+	0.7682	76.82%
Aromatase binding	+	0.6820	68.20%
PPAR gamma	+	0.7582	75.82%
Honey bee toxicity	-	0.7069	70.69%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	98.88%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.48%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.23%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.22%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.64%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.44%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.09%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.28%	95.56%
CHEMBL2535	P11166	Glucose transporter	88.97%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.57%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.21%	89.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.42%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.71%	92.62%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.53%	89.44%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.94%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.74%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.71%	97.25%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.03%	89.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.45%	94.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.30%	89.67%

Plants that contains it

• Hedyotis lawsoniae

Cross-Links

• PubChem: 50909247
• LOTUS: LTS0256808
• wikiData: Q104936206