Alloptaeroxylin

Details

• Internal ID: 92f89bda-c508-4599-aa94-dff0e6f905e0
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: 5-hydroxy-2,8,8-trimethylpyrano[2,3-h]chromen-4-one
• SMILES (Canonical): CC1=CC(=O)C2=C(O1)C3=C(C=C2O)OC(C=C3)(C)C
• SMILES (Isomeric): CC1=CC(=O)C2=C(O1)C3=C(C=C2O)OC(C=C3)(C)C
• InChI: InChI=1S/C15H14O4/c1-8-6-10(16)13-11(17)7-12-9(14(13)18-8)4-5-15(2,3)19-12/h4-7,17H,1-3H3
• InChI Key: YQAACNBUDADMIV-UHFFFAOYSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 4670-29-5
• 5-HYDROXY-2,8,8-TRIMETHYLPYRANO[2,3-H]CHROMEN-4-ONE
• 5-Hydroxy-2,8,8-trimethyl-4H,8H-benzo[1,2-b
• AKOS040763358

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	+	0.7124	71.24%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7653	76.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9329	93.29%
OATP1B3 inhibitior	+	0.9878	98.78%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6417	64.17%
P-glycoprotein inhibitior	-	0.7377	73.77%
P-glycoprotein substrate	-	0.8510	85.10%
CYP3A4 substrate	+	0.5404	54.04%
CYP2C9 substrate	-	0.6166	61.66%
CYP2D6 substrate	-	0.8394	83.94%
CYP3A4 inhibition	-	0.5274	52.74%
CYP2C9 inhibition	-	0.6526	65.26%
CYP2C19 inhibition	-	0.5514	55.14%
CYP2D6 inhibition	-	0.8538	85.38%
CYP1A2 inhibition	+	0.6801	68.01%
CYP2C8 inhibition	-	0.7806	78.06%
CYP inhibitory promiscuity	-	0.5718	57.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.5285	52.85%
Eye corrosion	-	0.9847	98.47%
Eye irritation	+	0.9367	93.67%
Skin irritation	-	0.6889	68.89%
Skin corrosion	-	0.9694	96.94%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5460	54.60%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	-	0.6291	62.91%
skin sensitisation	-	0.7498	74.98%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.4498	44.98%
Acute Oral Toxicity (c)	III	0.6112	61.12%
Estrogen receptor binding	+	0.9079	90.79%
Androgen receptor binding	+	0.7313	73.13%
Thyroid receptor binding	+	0.6675	66.75%
Glucocorticoid receptor binding	+	0.8887	88.87%
Aromatase binding	+	0.8353	83.53%
PPAR gamma	+	0.8354	83.54%
Honey bee toxicity	-	0.8850	88.50%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9631	96.31%

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	97.94%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.41%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.48%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.46%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.63%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.33%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	88.80%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.42%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.89%	99.23%
CHEMBL230	P35354	Cyclooxygenase-2	84.23%	89.63%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.96%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.35%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.36%	99.15%

Plants that contains it

• Cedrelopsis grevei
• Cneorum pulverulentum
• Harrisonia abyssinica

Cross-Links

• PubChem: 12305984
• LOTUS: LTS0250438
• wikiData: Q105352099