9-[2-carboxy-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-oxalooxyoxan-2-yl]oxy-4-hydroxy-10-oxo-9H-anthracen-9-yl]-4-hydroxy-10-oxo-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracene-2-carboxylic acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	44a1184e-2f54-4faf-894f-c85210c3cee0
Taxonomy	Benzenoids > Anthracenes > Anthracenecarboxylic acids and derivatives > Anthracenecarboxylic acids
IUPAC Name	9-[2-carboxy-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-oxalooxyoxan-2-yl]oxy-4-hydroxy-10-oxo-9H-anthracen-9-yl]-4-hydroxy-10-oxo-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracene-2-carboxylic acid
SMILES (Canonical)	C1=CC2=C(C(=C1)OC3C(C(C(C(O3)CO)O)O)O)C(=O)C4=C(C2C5C6=C(C(=CC=C6)OC7C(C(C(C(O7)CO)O)O)OC(=O)C(=O)O)C(=O)C8=C5C=C(C=C8O)C(=O)O)C=C(C=C4O)C(=O)O
SMILES (Isomeric)	C1=CC2=C(C(=C1)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)C(=O)C4=C(C2C5C6=C(C(=CC=C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)OC(=O)C(=O)O)C(=O)C8=C5C=C(C=C8O)C(=O)O)C=C(C=C4O)C(=O)O
InChI	InChI=1S/C44H38O23/c45-11-23-31(49)35(53)37(55)43(65-23)63-21-5-1-3-15-25(17-7-13(39(56)57)9-19(47)27(17)33(51)29(15)21)26-16-4-2-6-22(30(16)34(52)28-18(26)8-14(40(58)59)10-20(28)48)64-44-38(67-42(62)41(60)61)36(54)32(50)24(12-46)66-44/h1-10,23-26,31-32,35-38,43-50,53-55H,11-12H2,(H,56,57)(H,58,59)(H,60,61)/t23-,24-,25?,26?,31+,32+,35+,36+,37-,38-,43-,44-/m1/s1
InChI Key	WCXZMEMQOKTKSI-GCIQHGODSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₄₄H₃₈O₂₃
Molecular Weight	934.80 g/mol
Exact Mass	934.18038746 g/mol
Topological Polar Surface Area (TPSA)	391.00 Å²
XlogP	1.70
Atomic LogP (AlogP)	-1.46
H-Bond Acceptor	20
H-Bond Donor	12
Rotatable Bonds	10

Synonyms

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C44-H38-O23

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6788	67.88%
Caco-2	-	0.8889	88.89%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5329	53.29%
OATP2B1 inhibitior	-	0.5723	57.23%
OATP1B1 inhibitior	+	0.9092	90.92%
OATP1B3 inhibitior	+	0.9724	97.24%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7592	75.92%
P-glycoprotein inhibitior	+	0.7093	70.93%
P-glycoprotein substrate	-	0.6781	67.81%
CYP3A4 substrate	+	0.6398	63.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8795	87.95%
CYP3A4 inhibition	-	0.9365	93.65%
CYP2C9 inhibition	-	0.9171	91.71%
CYP2C19 inhibition	-	0.9032	90.32%
CYP2D6 inhibition	-	0.9596	95.96%
CYP1A2 inhibition	-	0.9320	93.20%
CYP2C8 inhibition	+	0.6825	68.25%
CYP inhibitory promiscuity	-	0.8607	86.07%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6966	69.66%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8948	89.48%
Skin irritation	-	0.8466	84.66%
Skin corrosion	-	0.9636	96.36%
Ames mutagenesis	+	0.5731	57.31%
Human Ether-a-go-go-Related Gene inhibition	+	0.7630	76.30%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.9177	91.77%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5536	55.36%
Acute Oral Toxicity (c)	IV	0.5235	52.35%
Estrogen receptor binding	+	0.7946	79.46%
Androgen receptor binding	-	0.7376	73.76%
Thyroid receptor binding	+	0.5199	51.99%
Glucocorticoid receptor binding	-	0.7037	70.37%
Aromatase binding	-	0.5081	50.81%
PPAR gamma	+	0.6848	68.48%
Honey bee toxicity	-	0.7783	77.83%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7750	77.50%
Fish aquatic toxicity	+	0.8498	84.98%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.49%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	97.55%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.07%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.05%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.43%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.38%	86.33%
CHEMBL3194	P02766	Transthyretin	91.26%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.14%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.92%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	85.78%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	85.60%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.30%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.16%	96.95%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.01%	89.67%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.84%	96.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.58%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.19%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	80.78%	95.93%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.70%	97.21%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.69%	83.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.