(2R)-2-[16-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-5,6,10-trihydroxy-8-oxatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2(7),3,5,9,11,13,15-octaene-15-carbonyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid

Details

• Internal ID: 66b6d48c-ba37-470e-a5a8-a304965a2f4c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes > Benzoxanthenes
• IUPAC Name: (2R)-2-[16-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-5,6,10-trihydroxy-8-oxatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2(7),3,5,9,11,13,15-octaene-15-carbonyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid
• InChI: InChI=1S/C36H26O16/c37-19-5-1-14(9-23(19)41)11-25(33(44)45)50-35(48)18-13-16-3-7-22(40)32-27(16)28(17-4-8-21(39)30(43)31(17)52-32)29(18)36(49)51-26(34(46)47)12-15-2-6-20(38)24(42)10-15/h1-10,13,25-26,37-43H,11-12H2,(H,44,45)(H,46,47)/t25-,26-/m1/s1
• InChI Key: KDBFWXTWFOMXHD-CLJLJLNGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₂₆O₁₆
• Molecular Weight: 714.60 g/mol
• Exact Mass: 714.12208474 g/mol
• Topological Polar Surface Area (TPSA): 278.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.38
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6199	61.99%
Caco-2	-	0.9085	90.85%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6941	69.41%
OATP2B1 inhibitior	-	0.5612	56.12%
OATP1B1 inhibitior	+	0.8460	84.60%
OATP1B3 inhibitior	+	0.9616	96.16%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8778	87.78%
P-glycoprotein inhibitior	+	0.7705	77.05%
P-glycoprotein substrate	-	0.6038	60.38%
CYP3A4 substrate	+	0.5579	55.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8409	84.09%
CYP3A4 inhibition	-	0.9291	92.91%
CYP2C9 inhibition	-	0.6064	60.64%
CYP2C19 inhibition	-	0.7971	79.71%
CYP2D6 inhibition	-	0.9378	93.78%
CYP1A2 inhibition	-	0.7625	76.25%
CYP2C8 inhibition	+	0.8098	80.98%
CYP inhibitory promiscuity	-	0.9240	92.40%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6133	61.33%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8739	87.39%
Skin irritation	-	0.7221	72.21%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8276	82.76%
Micronuclear	+	0.7718	77.18%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8757	87.57%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9094	90.94%
Acute Oral Toxicity (c)	II	0.3270	32.70%
Estrogen receptor binding	+	0.8125	81.25%
Androgen receptor binding	+	0.8774	87.74%
Thyroid receptor binding	+	0.5184	51.84%
Glucocorticoid receptor binding	+	0.5891	58.91%
Aromatase binding	-	0.5710	57.10%
PPAR gamma	+	0.7116	71.16%
Honey bee toxicity	-	0.6515	65.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.9447	94.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.81%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.73%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.61%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.09%	95.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.65%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.10%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.33%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.26%	98.95%
CHEMBL3194	P02766	Transthyretin	89.29%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.18%	95.50%
CHEMBL4040	P28482	MAP kinase ERK2	87.81%	83.82%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	85.09%	92.29%
CHEMBL2535	P11166	Glucose transporter	84.69%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	83.91%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.79%	94.42%
CHEMBL1255126	O15151	Protein Mdm4	83.10%	90.20%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.38%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.03%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.10%	89.00%

Plants that contains it

• Salvia yunnanensis

Cross-Links

• PubChem: 162880470
• LOTUS: LTS0099597
• wikiData: Q105139065