3,4-Dihydroxy-2,2-dimethyl-3,4-dihydropyrano[3,2-c]xanthen-7-one

Details

• Internal ID: 8c7637cd-521a-47f6-9f78-2dd4f3e1f95f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: 3,4-dihydroxy-2,2-dimethyl-3,4-dihydropyrano[3,2-c]xanthen-7-one
• SMILES (Canonical): CC1(C(C(C2=C(O1)C3=C(C=C2)C(=O)C4=CC=CC=C4O3)O)O)C
• SMILES (Isomeric): CC1(C(C(C2=C(O1)C3=C(C=C2)C(=O)C4=CC=CC=C4O3)O)O)C
• InChI: InChI=1S/C18H16O5/c1-18(2)17(21)14(20)11-8-7-10-13(19)9-5-3-4-6-12(9)22-15(10)16(11)23-18/h3-8,14,17,20-21H,1-2H3
• InChI Key: NBRJYCDRCSSZRX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9512	95.12%
Caco-2	-	0.6098	60.98%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7979	79.79%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9022	90.22%
OATP1B3 inhibitior	+	0.9871	98.71%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.5608	56.08%
P-glycoprotein inhibitior	-	0.5208	52.08%
P-glycoprotein substrate	-	0.6959	69.59%
CYP3A4 substrate	+	0.6353	63.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7819	78.19%
CYP3A4 inhibition	-	0.7408	74.08%
CYP2C9 inhibition	-	0.7344	73.44%
CYP2C19 inhibition	-	0.7307	73.07%
CYP2D6 inhibition	-	0.8638	86.38%
CYP1A2 inhibition	+	0.6797	67.97%
CYP2C8 inhibition	-	0.5926	59.26%
CYP inhibitory promiscuity	-	0.7849	78.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6505	65.05%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.7937	79.37%
Skin irritation	-	0.6487	64.87%
Skin corrosion	-	0.9084	90.84%
Ames mutagenesis	+	0.5230	52.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.7504	75.04%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7636	76.36%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7024	70.24%
Acute Oral Toxicity (c)	III	0.7253	72.53%
Estrogen receptor binding	+	0.8324	83.24%
Androgen receptor binding	+	0.7185	71.85%
Thyroid receptor binding	+	0.5563	55.63%
Glucocorticoid receptor binding	+	0.8118	81.18%
Aromatase binding	+	0.7911	79.11%
PPAR gamma	+	0.8192	81.92%
Honey bee toxicity	-	0.8220	82.20%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9386	93.86%

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	98.94%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.46%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.89%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.43%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.46%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	83.65%	94.73%

Plants that contains it

• Calophyllum caledonicum

Cross-Links

• PubChem: 163025130
• LOTUS: LTS0007332
• wikiData: Q105176953