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

Details

• Internal ID: e076e43b-0d75-4dc7-9e50-d7891eeacc36
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,3,7-trimethoxy-1-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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(C(O5)CO)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(C(O5)CO)O)O)O)O)O)O)OC)OC
• InChI: InChI=1S/C28H34O16/c1-37-10-4-5-12-11(6-10)18(30)17-13(41-12)7-14(38-2)25(39-3)26(17)44-28-24(36)22(34)20(32)16(43-28)9-40-27-23(35)21(33)19(31)15(8-29)42-27/h4-7,15-16,19-24,27-29,31-36H,8-9H2,1-3H3
• InChI Key: ONDCEYFCZKFFLX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₁₆
• Molecular Weight: 626.60 g/mol
• Exact Mass: 626.18468499 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -2.03
• H-Bond Acceptor: 16
• 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	-	0.6438	64.38%
Caco-2	-	0.8754	87.54%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4956	49.56%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.8624	86.24%
OATP1B3 inhibitior	+	0.9658	96.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7215	72.15%
P-glycoprotein inhibitior	-	0.4598	45.98%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6377	63.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8291	82.91%
CYP3A4 inhibition	-	0.9611	96.11%
CYP2C9 inhibition	-	0.9472	94.72%
CYP2C19 inhibition	-	0.9245	92.45%
CYP2D6 inhibition	-	0.9420	94.20%
CYP1A2 inhibition	-	0.9014	90.14%
CYP2C8 inhibition	+	0.5250	52.50%
CYP inhibitory promiscuity	-	0.8280	82.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6867	68.67%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9242	92.42%
Skin irritation	-	0.8519	85.19%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	+	0.6336	63.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7860	78.60%
Micronuclear	+	0.5633	56.33%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9185	91.85%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8960	89.60%
Acute Oral Toxicity (c)	III	0.7088	70.88%
Estrogen receptor binding	+	0.8254	82.54%
Androgen receptor binding	+	0.5703	57.03%
Thyroid receptor binding	+	0.5171	51.71%
Glucocorticoid receptor binding	+	0.6252	62.52%
Aromatase binding	+	0.6290	62.90%
PPAR gamma	+	0.6994	69.94%
Honey bee toxicity	-	0.7898	78.98%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6249	62.49%
Fish aquatic toxicity	+	0.6682	66.82%

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	98.84%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.57%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.42%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.15%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.78%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.99%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.53%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.40%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.91%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.99%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.86%	95.83%
CHEMBL2535	P11166	Glucose transporter	83.90%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.82%	92.62%
CHEMBL220	P22303	Acetylcholinesterase	83.35%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.89%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.72%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.18%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.78%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.88%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	80.77%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.52%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.33%	90.00%

Plants that contains it

• Halenia corniculata

Cross-Links

• PubChem: 163079371
• LOTUS: LTS0120418
• wikiData: Q105194593