7-hydroxy-2,3,4,5-tetramethoxy-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: aa514639-507a-49d5-bf4a-9f49b1ca2a66
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 7-hydroxy-2,3,4,5-tetramethoxy-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=CC(=CC2=C1OC3=C(C2=O)C(=C(C(=C3OC)OC)OC)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC2=C1OC3=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)O
• InChI: InChI=1S/C28H34O17/c1-37-12-6-9(29)5-10-15(31)14-22(44-21(10)12)24(38-2)26(40-4)25(39-3)23(14)45-28-20(36)18(34)17(33)13(43-28)8-42-27-19(35)16(32)11(30)7-41-27/h5-6,11,13,16-20,27-30,32-36H,7-8H2,1-4H3/t11-,13-,16+,17-,18+,19-,20-,27+,28+/m1/s1
• InChI Key: PPDQDLCZGRVOAB-RBLJWTLESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₁₇
• Molecular Weight: 642.60 g/mol
• Exact Mass: 642.17959961 g/mol
• Topological Polar Surface Area (TPSA): 242.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.67
• H-Bond Acceptor: 17
• H-Bond Donor: 7
• Rotatable Bonds: 9

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	-	0.8671	86.71%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5499	54.99%
OATP2B1 inhibitior	-	0.7259	72.59%
OATP1B1 inhibitior	+	0.8910	89.10%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6374	63.74%
P-glycoprotein inhibitior	-	0.4437	44.37%
P-glycoprotein substrate	+	0.5372	53.72%
CYP3A4 substrate	+	0.6464	64.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8277	82.77%
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	+	0.5113	51.13%
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	-	0.9207	92.07%
Skin irritation	-	0.8471	84.71%
Skin corrosion	-	0.9654	96.54%
Ames mutagenesis	+	0.6336	63.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7068	70.68%
Micronuclear	+	0.5474	54.74%
Hepatotoxicity	-	0.6174	61.74%
skin sensitisation	-	0.9045	90.45%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9123	91.23%
Acute Oral Toxicity (c)	III	0.7104	71.04%
Estrogen receptor binding	+	0.8195	81.95%
Androgen receptor binding	+	0.5588	55.88%
Thyroid receptor binding	+	0.5272	52.72%
Glucocorticoid receptor binding	+	0.6688	66.88%
Aromatase binding	+	0.6683	66.83%
PPAR gamma	+	0.7191	71.91%
Honey bee toxicity	-	0.7674	76.74%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	99.12%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.44%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.13%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.94%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.40%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.07%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.45%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.83%	96.09%
CHEMBL2535	P11166	Glucose transporter	88.91%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.41%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.01%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.31%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	86.12%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.54%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.97%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	84.16%	83.82%
CHEMBL1937	Q92769	Histone deacetylase 2	84.14%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.73%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.86%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.77%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	81.26%	94.73%
CHEMBL1871	P10275	Androgen Receptor	81.15%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.42%	95.89%

Plants that contains it

• Cedrus deodara
• Halenia corniculata

Cross-Links

• PubChem: 163063925
• LOTUS: LTS0145300
• wikiData: Q105113275