methyl 2-[(1R,6aR,7S,8S,10R,10aS,10bS,11R,11aR)-7,8-diacetyloxy-1-(furan-3-yl)-11-hydroxy-5,10a-dimethyl-3-oxo-6a,7,8,9,10,10b,11,11a-octahydro-1H-[1]benzofuro[2,3-g]isochromen-10-yl]acetate

Details

• Internal ID: d1c2035a-4077-4212-b72c-f80735ace734
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: methyl 2-[(1R,6aR,7S,8S,10R,10aS,10bS,11R,11aR)-7,8-diacetyloxy-1-(furan-3-yl)-11-hydroxy-5,10a-dimethyl-3-oxo-6a,7,8,9,10,10b,11,11a-octahydro-1H-[1]benzofuro[2,3-g]isochromen-10-yl]acetate
• InChI: InChI=1S/C28H32O11/c1-12-17-10-20(32)38-25(15-6-7-35-11-15)21(17)23(33)22-24(12)39-27-26(37-14(3)30)18(36-13(2)29)8-16(28(22,27)4)9-19(31)34-5/h6-7,10-11,16,18,21-23,25-27,33H,8-9H2,1-5H3/t16-,18+,21-,22+,23-,25+,26+,27+,28+/m1/s1
• InChI Key: GNXABLHCVSZMNG-IRHAKWGXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₁
• Molecular Weight: 544.50 g/mol
• Exact Mass: 544.19446183 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	-	0.7446	74.46%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7380	73.80%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.7083	70.83%
OATP1B3 inhibitior	-	0.4864	48.64%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9588	95.88%
P-glycoprotein inhibitior	+	0.8337	83.37%
P-glycoprotein substrate	+	0.6721	67.21%
CYP3A4 substrate	+	0.7213	72.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	+	0.6380	63.80%
CYP2C9 inhibition	-	0.8157	81.57%
CYP2C19 inhibition	-	0.8581	85.81%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.9028	90.28%
CYP2C8 inhibition	+	0.6369	63.69%
CYP inhibitory promiscuity	-	0.6174	61.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.5778	57.78%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9156	91.56%
Skin irritation	-	0.6604	66.04%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7390	73.90%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	+	0.5804	58.04%
skin sensitisation	-	0.8057	80.57%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5911	59.11%
Acute Oral Toxicity (c)	III	0.4288	42.88%
Estrogen receptor binding	+	0.8477	84.77%
Androgen receptor binding	+	0.7205	72.05%
Thyroid receptor binding	+	0.5306	53.06%
Glucocorticoid receptor binding	+	0.8245	82.45%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7634	76.34%
Honey bee toxicity	-	0.6987	69.87%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9530	95.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.73%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.48%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.39%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	93.55%	91.49%
CHEMBL4040	P28482	MAP kinase ERK2	92.79%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.55%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.35%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.63%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.32%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.93%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.87%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.72%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	86.56%	94.73%
CHEMBL2581	P07339	Cathepsin D	84.43%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.97%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.46%	91.07%
CHEMBL221	P23219	Cyclooxygenase-1	82.22%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.81%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.51%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.08%	99.17%

Plants that contains it

• Cipadessa baccifera

Cross-Links

• PubChem: 162950007
• LOTUS: LTS0188581
• wikiData: Q105013420