2,3,4,5,7-pentamethoxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyxanthen-9-one

Details

• Internal ID: 9dab3885-e1c7-41c9-8c91-15aadff21f22
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,3,4,5,7-pentamethoxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyxanthen-9-one
• SMILES (Canonical): COC1=CC2=C(C(=C1)OC)OC3=C(C2=O)C(=C(C(=C3OC)OC)OC)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC2=C(C(=C1)OC)OC3=C(C2=O)C(=C(C(=C3OC)OC)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O)O)O)O
• InChI: InChI=1S/C29H36O17/c1-37-10-6-11-16(31)15-23(45-22(11)13(7-10)38-2)25(39-3)27(41-5)26(40-4)24(15)46-29-21(36)19(34)18(33)14(44-29)9-43-28-20(35)17(32)12(30)8-42-28/h6-7,12,14,17-21,28-30,32-36H,8-9H2,1-5H3/t12-,14-,17+,18-,19+,20-,21-,28+,29+/m1/s1
• InChI Key: HEXWDAUVYRKHTA-JCYFJECPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₁₇
• Molecular Weight: 656.60 g/mol
• Exact Mass: 656.19524968 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.37
• H-Bond Acceptor: 17
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5187	51.87%
Caco-2	-	0.8588	85.88%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5499	54.99%
OATP2B1 inhibitior	-	0.7249	72.49%
OATP1B1 inhibitior	+	0.9001	90.01%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7775	77.75%
P-glycoprotein inhibitior	+	0.6078	60.78%
P-glycoprotein substrate	-	0.5187	51.87%
CYP3A4 substrate	+	0.6372	63.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8241	82.41%
CYP3A4 inhibition	-	0.9524	95.24%
CYP2C9 inhibition	-	0.9638	96.38%
CYP2C19 inhibition	-	0.9380	93.80%
CYP2D6 inhibition	-	0.9114	91.14%
CYP1A2 inhibition	-	0.8567	85.67%
CYP2C8 inhibition	-	0.5953	59.53%
CYP inhibitory promiscuity	-	0.9232	92.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6946	69.46%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9197	91.97%
Skin irritation	-	0.8471	84.71%
Skin corrosion	-	0.9654	96.54%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7293	72.93%
Micronuclear	+	0.5474	54.74%
Hepatotoxicity	-	0.6549	65.49%
skin sensitisation	-	0.9045	90.45%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9382	93.82%
Acute Oral Toxicity (c)	III	0.7104	71.04%
Estrogen receptor binding	+	0.8111	81.11%
Androgen receptor binding	+	0.5661	56.61%
Thyroid receptor binding	+	0.5336	53.36%
Glucocorticoid receptor binding	+	0.6737	67.37%
Aromatase binding	+	0.6402	64.02%
PPAR gamma	+	0.7205	72.05%
Honey bee toxicity	-	0.7830	78.30%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8158	81.58%

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	98.56%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.58%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.10%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.08%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.82%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.76%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.76%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.64%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.45%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.96%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.81%	92.62%
CHEMBL2535	P11166	Glucose transporter	87.35%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.66%	96.00%
CHEMBL1871	P10275	Androgen Receptor	86.31%	96.43%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.22%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.11%	92.94%
CHEMBL4208	P20618	Proteasome component C5	83.96%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.49%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.10%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.81%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.63%	95.83%
CHEMBL3401	O75469	Pregnane X receptor	80.71%	94.73%

Plants that contains it

• Halenia corniculata

Cross-Links

• PubChem: 101504117
• LOTUS: LTS0041420
• wikiData: Q105027121