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

Details

• Internal ID: 1b8a9699-0de3-4851-98b8-a17e908a37b3
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,3,4,5-tetramethoxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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(C(O5)CO)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]([C@H](O5)CO)O)O)O)O)O)O
• InChI: InChI=1S/C29H36O17/c1-38-11-7-5-6-10-15(31)14-23(45-22(10)11)25(39-2)27(41-4)26(40-3)24(14)46-29-21(37)19(35)17(33)13(44-29)9-42-28-20(36)18(34)16(32)12(8-30)43-28/h5-7,12-13,16-21,28-30,32-37H,8-9H2,1-4H3/t12-,13-,16-,17-,18+,19+,20-,21-,28-,29+/m1/s1
• InChI Key: BUAQWTPOJLPGFZ-GYABDZSSSA-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): 242.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -2.02
• H-Bond Acceptor: 17
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6438	64.38%
Caco-2	-	0.8705	87.05%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4956	49.56%
OATP2B1 inhibitior	-	0.7230	72.30%
OATP1B1 inhibitior	+	0.9032	90.32%
OATP1B3 inhibitior	+	0.9658	96.58%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7105	71.05%
P-glycoprotein inhibitior	+	0.5858	58.58%
P-glycoprotein substrate	-	0.6161	61.61%
CYP3A4 substrate	+	0.6438	64.38%
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	-	0.5664	56.64%
CYP inhibitory promiscuity	-	0.8280	82.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6867	68.67%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9191	91.91%
Skin irritation	-	0.8519	85.19%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7745	77.45%
Micronuclear	+	0.5633	56.33%
Hepatotoxicity	-	0.6071	60.71%
skin sensitisation	-	0.9185	91.85%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6647	66.47%
Acute Oral Toxicity (c)	III	0.7088	70.88%
Estrogen receptor binding	+	0.8250	82.50%
Androgen receptor binding	+	0.5499	54.99%
Thyroid receptor binding	+	0.5311	53.11%
Glucocorticoid receptor binding	+	0.6561	65.61%
Aromatase binding	+	0.6328	63.28%
PPAR gamma	+	0.7190	71.90%
Honey bee toxicity	-	0.8060	80.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
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	96.46%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	96.36%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.51%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.13%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.98%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.89%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.52%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.34%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.90%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.37%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.78%	99.23%
CHEMBL2535	P11166	Glucose transporter	85.11%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	84.97%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.55%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.01%	95.83%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.43%	92.62%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.19%	94.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.12%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.47%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	80.71%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.67%	94.45%

Plants that contains it

• Halenia corniculata
• Halenia elliptica

Cross-Links

• PubChem: 102403118
• LOTUS: LTS0232853
• wikiData: Q104945994