1,4,5,7-Tetrahydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one

Details

• Internal ID: ec4db729-e4d6-4d5d-9a01-65fce28f8fb4
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,4,5,7-tetrahydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one
• SMILES (Canonical): C1=CC(=C2C(=C1O)C(=O)C3=CC(=C(C(=C3O2)O)C4C(C(C(C(O4)CO)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C2C(=C1O)C(=O)C3=CC(=C(C(=C3O2)O)C4C(C(C(C(O4)CO)O)O)O)O)O
• InChI: InChI=1S/C19H18O11/c20-4-9-13(25)15(27)16(28)19(29-9)11-8(23)3-5-12(24)10-6(21)1-2-7(22)18(10)30-17(5)14(11)26/h1-3,9,13,15-16,19-23,25-28H,4H2
• InChI Key: RAHUWHGKFVTQDM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₁₁
• Molecular Weight: 422.30 g/mol
• Exact Mass: 422.08491139 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.72
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6665	66.65%
Caco-2	-	0.9319	93.19%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5728	57.28%
OATP2B1 inhibitior	+	0.5886	58.86%
OATP1B1 inhibitior	+	0.8250	82.50%
OATP1B3 inhibitior	+	0.9709	97.09%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7975	79.75%
P-glycoprotein inhibitior	-	0.8096	80.96%
P-glycoprotein substrate	-	0.8182	81.82%
CYP3A4 substrate	+	0.5191	51.91%
CYP2C9 substrate	-	0.6194	61.94%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9240	92.40%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.8355	83.55%
CYP2C8 inhibition	-	0.6497	64.97%
CYP inhibitory promiscuity	-	0.7806	78.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7252	72.52%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.7534	75.34%
Skin irritation	-	0.7691	76.91%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.8163	81.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6393	63.93%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8683	86.83%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7935	79.35%
Acute Oral Toxicity (c)	IV	0.3746	37.46%
Estrogen receptor binding	+	0.6620	66.20%
Androgen receptor binding	+	0.6473	64.73%
Thyroid receptor binding	-	0.4948	49.48%
Glucocorticoid receptor binding	+	0.7479	74.79%
Aromatase binding	+	0.6998	69.98%
PPAR gamma	+	0.7247	72.47%
Honey bee toxicity	-	0.8420	84.20%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.6921	69.21%

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	99.63%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.71%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.49%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.46%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.50%	94.00%
CHEMBL4040	P28482	MAP kinase ERK2	87.62%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	87.47%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.35%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.25%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.27%	96.21%
CHEMBL1951	P21397	Monoamine oxidase A	80.37%	91.49%

Plants that contains it

• Iris nigricans

Cross-Links

• PubChem: 162941045
• LOTUS: LTS0199795
• wikiData: Q105232627