[6-[6-[5-[4,5-Dihydroxy-3-(4-hydroxybenzoyl)oxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-oxoxanthen-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] 4-hydroxybenzoate

Details

• Internal ID: b2483164-beeb-4598-84c4-3eb302306113
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: [6-[6-[5-[4,5-dihydroxy-3-(4-hydroxybenzoyl)oxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-oxoxanthen-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] 4-hydroxybenzoate
• SMILES (Canonical): C1=CC2=C(C(=C1)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)OC(=O)C5=CC=C(C=C5)O)O)O)O)O)OC6=C(C2=O)C=CC=C6OC7C(C(C(C(O7)CO)O)O)OC(=O)C8=CC=C(C=C8)O
• SMILES (Isomeric): C1=CC2=C(C(=C1)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)OC(=O)C5=CC=C(C=C5)O)O)O)O)O)OC6=C(C2=O)C=CC=C6OC7C(C(C(C(O7)CO)O)O)OC(=O)C8=CC=C(C=C8)O
• InChI: InChI=1S/C45H46O23/c46-15-26-30(52)31(53)40(67-42(59)19-9-13-21(50)14-10-19)45(62-26)61-25-6-2-4-23-29(51)22-3-1-5-24(36(22)65-37(23)25)60-43-34(56)33(55)39(28(17-48)63-43)68-44-35(57)32(54)38(27(16-47)64-44)66-41(58)18-7-11-20(49)12-8-18/h1-14,26-28,30-35,38-40,43-50,52-57H,15-17H2
• InChI Key: BGZRIXRLEGZUKI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₄₆O₂₃
• Molecular Weight: 954.80 g/mol
• Exact Mass: 954.24298771 g/mol
• Topological Polar Surface Area (TPSA): 357.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.73
• H-Bond Acceptor: 23
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7868	78.68%
Caco-2	-	0.8692	86.92%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5226	52.26%
OATP2B1 inhibitior	-	0.7156	71.56%
OATP1B1 inhibitior	+	0.8513	85.13%
OATP1B3 inhibitior	+	0.9732	97.32%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8156	81.56%
P-glycoprotein inhibitior	+	0.7361	73.61%
P-glycoprotein substrate	-	0.5948	59.48%
CYP3A4 substrate	+	0.6640	66.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8573	85.73%
CYP3A4 inhibition	-	0.9462	94.62%
CYP2C9 inhibition	-	0.9447	94.47%
CYP2C19 inhibition	-	0.9006	90.06%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.9450	94.50%
CYP2C8 inhibition	+	0.7298	72.98%
CYP inhibitory promiscuity	-	0.9131	91.31%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6382	63.82%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8990	89.90%
Skin irritation	-	0.8511	85.11%
Skin corrosion	-	0.9684	96.84%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7571	75.71%
Micronuclear	+	0.5733	57.33%
Hepatotoxicity	-	0.6287	62.87%
skin sensitisation	-	0.9139	91.39%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7795	77.95%
Acute Oral Toxicity (c)	IV	0.4352	43.52%
Estrogen receptor binding	+	0.7220	72.20%
Androgen receptor binding	+	0.7474	74.74%
Thyroid receptor binding	+	0.5576	55.76%
Glucocorticoid receptor binding	+	0.6015	60.15%
Aromatase binding	+	0.5452	54.52%
PPAR gamma	+	0.7464	74.64%
Honey bee toxicity	-	0.6991	69.91%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.7678	76.78%

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	97.28%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.83%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.91%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.94%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.55%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.17%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.90%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.90%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.24%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.45%	94.23%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.79%	95.83%
CHEMBL3401	O75469	Pregnane X receptor	82.20%	94.73%
CHEMBL3194	P02766	Transthyretin	82.17%	90.71%
CHEMBL3232685	O00257	E3 SUMO-protein ligase CBX4	82.13%	93.00%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.46%	97.53%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.19%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163062996
• LOTUS: LTS0003871
• wikiData: Q103816736