[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[(9R)-1,4,5-trihydroxy-7-(hydroxymethyl)-10-oxo-9H-anthracen-9-yl]oxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: ab38ea92-2b6e-4351-af1b-75f94e324e97
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: [(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[(9R)-1,4,5-trihydroxy-7-(hydroxymethyl)-10-oxo-9H-anthracen-9-yl]oxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=C(C=C1C=CC(=O)OCC2C(C(C(C(O2)C3C4=C(C(=CC(=C4)CO)O)C(=O)C5=C(C=CC(=C35)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)[C@@H]3C4=C(C(=CC(=C4)CO)O)C(=O)C5=C(C=CC(=C35)O)O)O)O)O)O)O
• InChI: InChI=1S/C30H28O13/c31-10-13-7-14-22(19(36)9-13)27(39)25-17(34)5-4-16(33)24(25)23(14)30-29(41)28(40)26(38)20(43-30)11-42-21(37)6-2-12-1-3-15(32)18(35)8-12/h1-9,20,23,26,28-36,38,40-41H,10-11H2/b6-2+/t20-,23-,26-,28+,29-,30+/m1/s1
• InChI Key: PGLMEILRYMLUIO-MYXUTVQFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₈O₁₃
• Molecular Weight: 596.50 g/mol
• Exact Mass: 596.15299094 g/mol
• Topological Polar Surface Area (TPSA): 235.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.49
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4842	48.42%
Caco-2	-	0.9189	91.89%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4944	49.44%
OATP2B1 inhibitior	-	0.6968	69.68%
OATP1B1 inhibitior	+	0.7500	75.00%
OATP1B3 inhibitior	+	0.9688	96.88%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8744	87.44%
P-glycoprotein inhibitior	+	0.6674	66.74%
P-glycoprotein substrate	-	0.7408	74.08%
CYP3A4 substrate	+	0.6460	64.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8728	87.28%
CYP3A4 inhibition	-	0.9078	90.78%
CYP2C9 inhibition	-	0.8636	86.36%
CYP2C19 inhibition	-	0.8270	82.70%
CYP2D6 inhibition	-	0.9321	93.21%
CYP1A2 inhibition	-	0.8935	89.35%
CYP2C8 inhibition	+	0.6628	66.28%
CYP inhibitory promiscuity	-	0.7151	71.51%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6902	69.02%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.8925	89.25%
Skin irritation	-	0.8321	83.21%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	+	0.6999	69.99%
Human Ether-a-go-go-Related Gene inhibition	+	0.7011	70.11%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8730	87.30%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7511	75.11%
Acute Oral Toxicity (c)	IV	0.3987	39.87%
Estrogen receptor binding	+	0.7224	72.24%
Androgen receptor binding	+	0.7558	75.58%
Thyroid receptor binding	-	0.5267	52.67%
Glucocorticoid receptor binding	-	0.4887	48.87%
Aromatase binding	-	0.5271	52.71%
PPAR gamma	+	0.6817	68.17%
Honey bee toxicity	-	0.7446	74.46%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9453	94.53%

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	99.66%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.37%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.03%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.59%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	95.16%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.22%	86.33%
CHEMBL3194	P02766	Transthyretin	93.99%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	93.27%	95.93%
CHEMBL2581	P07339	Cathepsin D	92.01%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.42%	96.09%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.24%	80.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.14%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.02%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.59%	94.73%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.14%	89.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.95%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.08%	95.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.03%	99.15%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.73%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.72%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.43%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.16%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.70%	90.71%

Plants that contains it

• Aloe microstigma

Cross-Links

• PubChem: 102066423
• LOTUS: LTS0272414
• wikiData: Q105208476