Deoxyradicinol

Details

• Internal ID: 02dd8206-b43f-4f3e-b1b1-e8d0b7b9b320
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: (2S,4R)-4-hydroxy-2-methyl-7-[(E)-prop-1-enyl]-3,4-dihydro-2H-pyrano[3,2-c]pyran-5-one
• SMILES (Canonical): CC=CC1=CC2=C(C(CC(O2)C)O)C(=O)O1
• SMILES (Isomeric): C/C=C/C1=CC2=C([C@@H](C[C@@H](O2)C)O)C(=O)O1
• InChI: InChI=1S/C12H14O4/c1-3-4-8-6-10-11(12(14)16-8)9(13)5-7(2)15-10/h3-4,6-7,9,13H,5H2,1-2H3/b4-3+/t7-,9+/m0/s1
• InChI Key: CJYYHIQJJHOGBG-NBUMFNHOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24 g/mol
• Exact Mass: 222.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• U7HJF3MY47
• UNII-U7HJF3MY47
• 97588-11-9
• (2S,4R)-4-Hydroxy-2-methyl-7-((E)-prop-1-enyl)-3,4-dihydro-2H-pyrano(4,3-b)pyran-5-one
• 2H,5H-Pyrano(4,3-b)pyran-5-one, 3,4-dihydro-4-hydroxy-2-methyl-7-(1-propenyl)-, (2S-(2alpha,4alpha,7(E)))-
• Q27896857
• 2H,5H-PYRANO(4,3-B)PYRAN-5-ONE, 3,4-DIHYDRO-4-HYDROXY-2-METHYL-7-(1-PROPENYL)-, (2S-(2.ALPHA.,4.ALPHA.,7(E)))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.7340	73.40%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6281	62.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9093	90.93%
OATP1B3 inhibitior	+	0.9644	96.44%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7775	77.75%
P-glycoprotein inhibitior	-	0.9588	95.88%
P-glycoprotein substrate	-	0.8428	84.28%
CYP3A4 substrate	-	0.5178	51.78%
CYP2C9 substrate	+	0.5922	59.22%
CYP2D6 substrate	-	0.8322	83.22%
CYP3A4 inhibition	-	0.6436	64.36%
CYP2C9 inhibition	-	0.8757	87.57%
CYP2C19 inhibition	-	0.8880	88.80%
CYP2D6 inhibition	-	0.8452	84.52%
CYP1A2 inhibition	-	0.6622	66.22%
CYP2C8 inhibition	-	0.9409	94.09%
CYP inhibitory promiscuity	-	0.8883	88.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.4849	48.49%
Eye corrosion	-	0.9763	97.63%
Eye irritation	-	0.6647	66.47%
Skin irritation	-	0.5889	58.89%
Skin corrosion	-	0.9553	95.53%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5951	59.51%
Micronuclear	+	0.6959	69.59%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.6210	62.10%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8121	81.21%
Acute Oral Toxicity (c)	II	0.3791	37.91%
Estrogen receptor binding	+	0.6795	67.95%
Androgen receptor binding	-	0.5092	50.92%
Thyroid receptor binding	-	0.7851	78.51%
Glucocorticoid receptor binding	-	0.5622	56.22%
Aromatase binding	-	0.8280	82.80%
PPAR gamma	+	0.5661	56.61%
Honey bee toxicity	-	0.8532	85.32%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9004	90.04%

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	96.14%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.08%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.42%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.05%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.06%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.50%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.69%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.05%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	81.12%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.46%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101417836
• LOTUS: LTS0246917
• wikiData: Q27896857