[(6S)-6-[(9S)-2,4-dihydroxy-7-methyl-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracen-9-yl]-3,4,5-trihydroxyoxan-2-yl] benzoate

Details

• Internal ID: b11e2eec-3a67-446b-8d4a-825251698a8b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(6S)-6-[(9S)-2,4-dihydroxy-7-methyl-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracen-9-yl]-3,4,5-trihydroxyoxan-2-yl] benzoate
• SMILES (Canonical): CC1=CC2=C(C(=C1)OC3C(C(C(C(O3)CO)O)O)O)C(=O)C4=C(C2C5C(C(C(C(O5)OC(=O)C6=CC=CC=C6)O)O)O)C=C(C=C4O)O
• SMILES (Isomeric): CC1=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([C@H]2[C@H]5C(C(C(C(O5)OC(=O)C6=CC=CC=C6)O)O)O)C=C(C=C4O)O
• InChI: InChI=1S/C33H34O15/c1-12-7-15-20(30-27(41)26(40)29(43)33(47-30)48-31(44)13-5-3-2-4-6-13)16-9-14(35)10-17(36)21(16)24(38)22(15)18(8-12)45-32-28(42)25(39)23(37)19(11-34)46-32/h2-10,19-20,23,25-30,32-37,39-43H,11H2,1H3/t19-,20+,23-,25+,26?,27?,28-,29?,30+,32-,33?/m1/s1
• InChI Key: NTZOIPBIYCQPFA-XDMNKKPUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₄O₁₅
• Molecular Weight: 670.60 g/mol
• Exact Mass: 670.18977037 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -1.07
• H-Bond Acceptor: 15
• 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	-	0.5924	59.24%
Caco-2	-	0.8962	89.62%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6519	65.19%
OATP2B1 inhibitior	-	0.8435	84.35%
OATP1B1 inhibitior	+	0.8154	81.54%
OATP1B3 inhibitior	+	0.9750	97.50%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7351	73.51%
P-glycoprotein inhibitior	-	0.4374	43.74%
P-glycoprotein substrate	-	0.6895	68.95%
CYP3A4 substrate	+	0.6621	66.21%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.9098	90.98%
CYP2C19 inhibition	-	0.9357	93.57%
CYP2D6 inhibition	-	0.9730	97.30%
CYP1A2 inhibition	-	0.9142	91.42%
CYP2C8 inhibition	+	0.8353	83.53%
CYP inhibitory promiscuity	-	0.8456	84.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7102	71.02%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9053	90.53%
Skin irritation	-	0.8380	83.80%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	+	0.5066	50.66%
Human Ether-a-go-go-Related Gene inhibition	+	0.8818	88.18%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.9355	93.55%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.5658	56.58%
Acute Oral Toxicity (c)	III	0.5297	52.97%
Estrogen receptor binding	+	0.7849	78.49%
Androgen receptor binding	+	0.5872	58.72%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5873	58.73%
Aromatase binding	-	0.6062	60.62%
PPAR gamma	+	0.6979	69.79%
Honey bee toxicity	-	0.7968	79.68%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8751	87.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.17%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.24%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.84%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.76%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	93.80%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.06%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.81%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.97%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.38%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	90.18%	91.49%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	87.53%	97.53%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.08%	90.93%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.88%	94.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.40%	94.00%
CHEMBL4208	P20618	Proteasome component C5	81.11%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.37%	96.21%

Plants that contains it

• Picramnia teapensis

Cross-Links

• PubChem: 101717345
• LOTUS: LTS0029651
• wikiData: Q105185765