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

Details

• Internal ID: 2638ce0f-e5cb-47ad-a166-006bc95e7dd2
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,3,7-trimethoxy-1-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyxanthen-9-one
• SMILES (Canonical): COC1=CC2=C(C=C1)OC3=CC(=C(C(=C3C2=O)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O)OC)OC
• SMILES (Isomeric): COC1=CC2=C(C=C1)OC3=CC(=C(C(=C3C2=O)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O)OC)OC
• InChI: InChI=1S/C27H32O15/c1-35-10-4-5-13-11(6-10)18(29)17-14(40-13)7-15(36-2)24(37-3)25(17)42-27-23(34)21(32)20(31)16(41-27)9-39-26-22(33)19(30)12(28)8-38-26/h4-7,12,16,19-23,26-28,30-34H,8-9H2,1-3H3
• InChI Key: SYIUZAGZWPKRQJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₁₅
• Molecular Weight: 596.50 g/mol
• Exact Mass: 596.17412031 g/mol
• Topological Polar Surface Area (TPSA): 212.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.39
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• Rotatable Bonds: 8

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	-	0.8643	86.43%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5499	54.99%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8832	88.32%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6433	64.33%
P-glycoprotein inhibitior	-	0.4832	48.32%
P-glycoprotein substrate	+	0.5967	59.67%
CYP3A4 substrate	+	0.6638	66.38%
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	+	0.5073	50.73%
CYP inhibitory promiscuity	-	0.9232	92.32%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6946	69.46%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9275	92.75%
Skin irritation	-	0.8471	84.71%
Skin corrosion	-	0.9654	96.54%
Ames mutagenesis	+	0.6636	66.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7300	73.00%
Micronuclear	+	0.5474	54.74%
Hepatotoxicity	-	0.6962	69.62%
skin sensitisation	-	0.9045	90.45%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9793	97.93%
Acute Oral Toxicity (c)	III	0.7104	71.04%
Estrogen receptor binding	+	0.8151	81.51%
Androgen receptor binding	+	0.6054	60.54%
Thyroid receptor binding	+	0.5276	52.76%
Glucocorticoid receptor binding	+	0.6294	62.94%
Aromatase binding	+	0.6100	61.00%
PPAR gamma	+	0.7042	70.42%
Honey bee toxicity	-	0.7898	78.98%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6049	60.49%
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	99.26%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.75%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.31%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.77%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.33%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.16%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.90%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.86%	97.09%
CHEMBL2535	P11166	Glucose transporter	90.20%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.69%	99.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.11%	96.77%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.90%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.86%	85.14%
CHEMBL4208	P20618	Proteasome component C5	86.76%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.59%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.42%	94.45%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.81%	95.83%
CHEMBL220	P22303	Acetylcholinesterase	84.52%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.52%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.33%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.03%	86.33%
CHEMBL1871	P10275	Androgen Receptor	81.38%	96.43%

Plants that contains it

• Acmella caulirhiza
• Halenia corniculata
• Halenia elliptica
• Rhodanthemum hosmariense

Cross-Links

• PubChem: 74929853
• LOTUS: LTS0151249
• wikiData: Q105288393