7-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-1-hydroxyxanthen-9-one

Details

• Internal ID: 8aa3223f-1d0f-4738-b6d0-3d61926efdb2
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 7-[(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-1-hydroxyxanthen-9-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC4=C(C=C3)OC5=CC=CC(=C5C4=O)O)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H]([C@@H]([C@@H](O1)O[C@@H]2[C@H]([C@H]([C@@H](O[C@H]2OC3=CC4=C(C=C3)OC5=CC=CC(=C5C4=O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C25H28O13/c1-9-17(28)20(31)22(33)24(34-9)38-23-21(32)19(30)15(8-26)37-25(23)35-10-5-6-13-11(7-10)18(29)16-12(27)3-2-4-14(16)36-13/h2-7,9,15,17,19-28,30-33H,8H2,1H3/t9-,15-,17-,19-,20-,21-,22-,23+,24-,25+/m0/s1
• InChI Key: SACUUGUGVGKUPL-YONUJLSYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₁₃
• Molecular Weight: 536.50 g/mol
• Exact Mass: 536.15299094 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -1.32
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5998	59.98%
Caco-2	-	0.9106	91.06%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6483	64.83%
OATP2B1 inhibitior	-	0.8405	84.05%
OATP1B1 inhibitior	+	0.8889	88.89%
OATP1B3 inhibitior	+	0.9671	96.71%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7307	73.07%
P-glycoprotein inhibitior	-	0.7564	75.64%
P-glycoprotein substrate	-	0.5943	59.43%
CYP3A4 substrate	+	0.6490	64.90%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.9417	94.17%
CYP2C9 inhibition	-	0.9552	95.52%
CYP2C19 inhibition	-	0.9427	94.27%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.9020	90.20%
CYP2C8 inhibition	+	0.4795	47.95%
CYP inhibitory promiscuity	-	0.8183	81.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6495	64.95%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9467	94.67%
Skin irritation	-	0.8214	82.14%
Skin corrosion	-	0.9690	96.90%
Ames mutagenesis	+	0.6063	60.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.4045	40.45%
Micronuclear	+	0.5633	56.33%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9235	92.35%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9019	90.19%
Acute Oral Toxicity (c)	III	0.6607	66.07%
Estrogen receptor binding	+	0.7708	77.08%
Androgen receptor binding	+	0.5490	54.90%
Thyroid receptor binding	+	0.5801	58.01%
Glucocorticoid receptor binding	+	0.6464	64.64%
Aromatase binding	+	0.6891	68.91%
PPAR gamma	+	0.7754	77.54%
Honey bee toxicity	-	0.7442	74.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7355	73.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.53%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.39%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.39%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.27%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.95%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	93.96%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.84%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.63%	97.36%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.17%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.12%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.93%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.91%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.72%	99.15%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.70%	92.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.31%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.61%	86.92%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.89%	97.33%

Plants that contains it

• Polygala caudata

Cross-Links

• PubChem: 163194465
• LOTUS: LTS0105211
• wikiData: Q105248779