5-Hydroxy-8-(hydroxymethyl)-2,8-dimethylpyrano[2,3-h]chromen-4-one

Details

• Internal ID: 719232b4-bf3b-4f58-9bfb-b7cec476fdbd
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: 5-hydroxy-8-(hydroxymethyl)-2,8-dimethylpyrano[2,3-h]chromen-4-one
• SMILES (Canonical): CC1=CC(=O)C2=C(O1)C3=C(C=C2O)OC(C=C3)(C)CO
• SMILES (Isomeric): CC1=CC(=O)C2=C(O1)C3=C(C=C2O)OC(C=C3)(C)CO
• InChI: InChI=1S/C15H14O5/c1-8-5-10(17)13-11(18)6-12-9(14(13)19-8)3-4-15(2,7-16)20-12/h3-6,16,18H,7H2,1-2H3
• InChI Key: QXJBFMRWLWUDQQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9704	97.04%
Caco-2	+	0.5592	55.92%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7300	73.00%
OATP2B1 inhibitior	-	0.7178	71.78%
OATP1B1 inhibitior	+	0.9033	90.33%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.4893	48.93%
P-glycoprotein inhibitior	-	0.8648	86.48%
P-glycoprotein substrate	-	0.8240	82.40%
CYP3A4 substrate	+	0.5661	56.61%
CYP2C9 substrate	-	0.6146	61.46%
CYP2D6 substrate	-	0.8377	83.77%
CYP3A4 inhibition	-	0.6410	64.10%
CYP2C9 inhibition	-	0.7655	76.55%
CYP2C19 inhibition	-	0.6581	65.81%
CYP2D6 inhibition	-	0.8305	83.05%
CYP1A2 inhibition	+	0.5255	52.55%
CYP2C8 inhibition	-	0.7271	72.71%
CYP inhibitory promiscuity	-	0.5814	58.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6178	61.78%
Eye corrosion	-	0.9889	98.89%
Eye irritation	+	0.7583	75.83%
Skin irritation	-	0.7980	79.80%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7856	78.56%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.5842	58.42%
skin sensitisation	-	0.6966	69.66%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6814	68.14%
Acute Oral Toxicity (c)	III	0.5452	54.52%
Estrogen receptor binding	+	0.8505	85.05%
Androgen receptor binding	+	0.7408	74.08%
Thyroid receptor binding	+	0.5503	55.03%
Glucocorticoid receptor binding	+	0.8953	89.53%
Aromatase binding	+	0.8377	83.77%
PPAR gamma	+	0.8990	89.90%
Honey bee toxicity	-	0.8964	89.64%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8510	85.10%

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	98.21%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.21%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.28%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.91%	89.00%
CHEMBL230	P35354	Cyclooxygenase-2	90.97%	89.63%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.58%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.54%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.80%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.21%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.57%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.57%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.70%	93.99%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.30%	85.11%
CHEMBL1937	Q92769	Histone deacetylase 2	80.91%	94.75%

Plants that contains it

• Ficus subcuneata

Cross-Links

• PubChem: 162975175
• LOTUS: LTS0030313
• wikiData: Q105229635