3,4,7,9,12-Pentahydroxy-2,2-dimethyl-3,4-dihydropyrano[3,2-b]xanthen-6-one

Details

• Internal ID: b9053ba3-7874-44bb-af8f-8fcb615bfe8c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: 3,4,7,9,12-pentahydroxy-2,2-dimethyl-3,4-dihydropyrano[3,2-b]xanthen-6-one
• SMILES (Canonical): CC1(C(C(C2=C(O1)C(=C3C(=C2)C(=O)C4=C(C=C(C=C4O3)O)O)O)O)O)C
• SMILES (Isomeric): CC1(C(C(C2=C(O1)C(=C3C(=C2)C(=O)C4=C(C=C(C=C4O3)O)O)O)O)O)C
• InChI: InChI=1S/C18H16O8/c1-18(2)17(24)13(22)8-5-7-12(21)11-9(20)3-6(19)4-10(11)25-15(7)14(23)16(8)26-18/h3-5,13,17,19-20,22-24H,1-2H3
• InChI Key: NOCZTTVABCCMNJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₈
• Molecular Weight: 360.30 g/mol
• Exact Mass: 360.08451746 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9031	90.31%
Caco-2	-	0.8429	84.29%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7010	70.10%
OATP2B1 inhibitior	-	0.5538	55.38%
OATP1B1 inhibitior	+	0.8225	82.25%
OATP1B3 inhibitior	+	0.9819	98.19%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6639	66.39%
P-glycoprotein inhibitior	-	0.7055	70.55%
P-glycoprotein substrate	-	0.5665	56.65%
CYP3A4 substrate	+	0.6406	64.06%
CYP2C9 substrate	-	0.6359	63.59%
CYP2D6 substrate	-	0.8262	82.62%
CYP3A4 inhibition	-	0.5388	53.88%
CYP2C9 inhibition	-	0.8262	82.62%
CYP2C19 inhibition	-	0.8285	82.85%
CYP2D6 inhibition	-	0.8645	86.45%
CYP1A2 inhibition	+	0.7053	70.53%
CYP2C8 inhibition	+	0.6365	63.65%
CYP inhibitory promiscuity	-	0.7159	71.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6820	68.20%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.5924	59.24%
Skin irritation	-	0.6552	65.52%
Skin corrosion	-	0.8767	87.67%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6301	63.01%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5593	55.93%
skin sensitisation	-	0.7424	74.24%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4519	45.19%
Acute Oral Toxicity (c)	III	0.7093	70.93%
Estrogen receptor binding	+	0.7870	78.70%
Androgen receptor binding	+	0.6446	64.46%
Thyroid receptor binding	+	0.6061	60.61%
Glucocorticoid receptor binding	+	0.8746	87.46%
Aromatase binding	+	0.7968	79.68%
PPAR gamma	+	0.8037	80.37%
Honey bee toxicity	-	0.7223	72.23%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9226	92.26%

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	99.48%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.16%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.13%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.00%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.18%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.77%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.15%	96.12%
CHEMBL1951	P21397	Monoamine oxidase A	86.84%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	81.90%	94.73%
CHEMBL3194	P02766	Transthyretin	81.53%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.46%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.15%	94.00%

Plants that contains it

• Garcinia lateriflora

Cross-Links

• PubChem: 75236797
• LOTUS: LTS0093967
• wikiData: Q105182489