[(6R)-3,4,5-trihydroxy-6-[(9S)-2,5,9-trihydroxy-7-methyl-10-oxo-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracen-9-yl]oxan-2-yl] benzoate

Details

• Internal ID: 48c3de15-0b34-4321-8c7a-d5368343d34a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(6R)-3,4,5-trihydroxy-6-[(9S)-2,5,9-trihydroxy-7-methyl-10-oxo-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracen-9-yl]oxan-2-yl] benzoate
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2(C4C(C(C(C(O4)OC(=O)C5=CC=CC=C5)O)O)O)O)C=C(C=C3OC6C(C(C(C(O6)CO)O)O)O)O
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C3=C([C@@]2([C@H]4C(C(C(C(O4)OC(=O)C5=CC=CC=C5)O)O)O)O)C=C(C=C3O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O
• InChI: InChI=1S/C33H34O16/c1-12-7-15-20(17(36)8-12)23(38)21-16(9-14(35)10-18(21)46-31-27(42)24(39)22(37)19(11-34)47-31)33(15,45)29-26(41)25(40)28(43)32(48-29)49-30(44)13-5-3-2-4-6-13/h2-10,19,22,24-29,31-32,34-37,39-43,45H,11H2,1H3/t19-,22-,24+,25?,26?,27-,28?,29-,31-,32?,33+/m1/s1
• InChI Key: LONPEFKTZNCYGY-RGSWXRBOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₄O₁₆
• Molecular Weight: 686.60 g/mol
• Exact Mass: 686.18468499 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.97
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5393	53.93%
Caco-2	-	0.8935	89.35%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6811	68.11%
OATP2B1 inhibitior	-	0.5730	57.30%
OATP1B1 inhibitior	+	0.8489	84.89%
OATP1B3 inhibitior	+	0.9713	97.13%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7157	71.57%
P-glycoprotein inhibitior	+	0.5992	59.92%
P-glycoprotein substrate	-	0.6157	61.57%
CYP3A4 substrate	+	0.6705	67.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8707	87.07%
CYP3A4 inhibition	-	0.9098	90.98%
CYP2C9 inhibition	-	0.9097	90.97%
CYP2C19 inhibition	-	0.9015	90.15%
CYP2D6 inhibition	-	0.9715	97.15%
CYP1A2 inhibition	-	0.9069	90.69%
CYP2C8 inhibition	+	0.7688	76.88%
CYP inhibitory promiscuity	-	0.8785	87.85%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6575	65.75%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8994	89.94%
Skin irritation	-	0.8306	83.06%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	+	0.5736	57.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.8592	85.92%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9242	92.42%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5908	59.08%
Acute Oral Toxicity (c)	III	0.5401	54.01%
Estrogen receptor binding	+	0.7902	79.02%
Androgen receptor binding	+	0.5781	57.81%
Thyroid receptor binding	-	0.4935	49.35%
Glucocorticoid receptor binding	+	0.6308	63.08%
Aromatase binding	-	0.5351	53.51%
PPAR gamma	+	0.6952	69.52%
Honey bee toxicity	-	0.7813	78.13%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8712	87.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.55%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.57%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.01%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.53%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.07%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.55%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.21%	99.23%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.39%	96.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.42%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.02%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.99%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.96%	99.17%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	86.06%	97.53%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.99%	94.00%
CHEMBL4208	P20618	Proteasome component C5	85.88%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.65%	96.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.91%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.70%	91.07%

Plants that contains it

• Picramnia teapensis

Cross-Links

• PubChem: 101717346
• LOTUS: LTS0218618
• wikiData: Q105154825