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

Details

• Internal ID: 27854c9b-9b2d-4f13-ba66-0f8787d91291
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [3,4,5-trihydroxy-6-[2,5,9-trihydroxy-7-methyl-10-oxo-4-(3,4,5-trihydroxy-6-methoxyoxan-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)OC)O)O)O)O
• SMILES (Isomeric): 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)OC)O)O)O)O
• InChI: InChI=1S/C33H34O16/c1-12-8-15-19(17(35)9-12)21(36)20-16(10-14(34)11-18(20)46-31-27(42)23(38)25(40)30(45-2)49-31)33(15,44)28-24(39)22(37)26(41)32(47-28)48-29(43)13-6-4-3-5-7-13/h3-11,22-28,30-32,34-35,37-42,44H,1-2H3
• InChI Key: SLMWXVTUZLBWAT-UHFFFAOYSA-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): 262.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.36
• H-Bond Acceptor: 16
• 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	+	0.7444	74.44%
Caco-2	-	0.8779	87.79%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6740	67.40%
OATP2B1 inhibitior	-	0.5667	56.67%
OATP1B1 inhibitior	+	0.8792	87.92%
OATP1B3 inhibitior	+	0.9628	96.28%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6150	61.50%
P-glycoprotein inhibitior	+	0.6250	62.50%
P-glycoprotein substrate	-	0.5771	57.71%
CYP3A4 substrate	+	0.6825	68.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8711	87.11%
CYP3A4 inhibition	-	0.6529	65.29%
CYP2C9 inhibition	-	0.9355	93.55%
CYP2C19 inhibition	-	0.8864	88.64%
CYP2D6 inhibition	-	0.9486	94.86%
CYP1A2 inhibition	-	0.9363	93.63%
CYP2C8 inhibition	+	0.8200	82.00%
CYP inhibitory promiscuity	-	0.8453	84.53%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5734	57.34%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9032	90.32%
Skin irritation	-	0.7435	74.35%
Skin corrosion	-	0.9204	92.04%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7913	79.13%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.9200	92.00%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6334	63.34%
Acute Oral Toxicity (c)	III	0.6012	60.12%
Estrogen receptor binding	+	0.7471	74.71%
Androgen receptor binding	+	0.5804	58.04%
Thyroid receptor binding	+	0.5226	52.26%
Glucocorticoid receptor binding	+	0.6097	60.97%
Aromatase binding	-	0.5906	59.06%
PPAR gamma	+	0.6888	68.88%
Honey bee toxicity	-	0.7908	79.08%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9382	93.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.71%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.27%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.23%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.54%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.98%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.94%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.06%	89.00%
CHEMBL2535	P11166	Glucose transporter	89.09%	98.75%
CHEMBL240	Q12809	HERG	87.90%	89.76%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.82%	83.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.72%	97.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.59%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.68%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.31%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.29%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.04%	91.07%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	85.85%	97.53%
CHEMBL4208	P20618	Proteasome component C5	85.81%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.80%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	83.18%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.96%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.13%	94.62%

Plants that contains it

• Picramnia teapensis

Cross-Links

• PubChem: 163017727
• LOTUS: LTS0020876
• wikiData: Q105255447