Pestalotiol A

Details

• Internal ID: ced2a6f8-7138-4934-a2a4-1f84bc6a1cdd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: (2S,3R,4S,5R)-4-(hydroxymethyl)-4-methyl-5-[(E)-prop-1-enyl]-2-propyloxolan-3-ol
• InChI: InChI=1S/C12H22O3/c1-4-6-9-11(14)12(3,8-13)10(15-9)7-5-2/h5,7,9-11,13-14H,4,6,8H2,1-3H3/b7-5+/t9-,10+,11-,12+/m0/s1
• InChI Key: YMYXQXZNUKSSNV-HZBXJBIBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₂O₃
• Molecular Weight: 214.30 g/mol
• Exact Mass: 214.15689456 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• (2S,3R,4S,5R)-4-(hydroxymethyl)-4-methyl-5-[(E)-prop-1-enyl]-2-propyloxolan-3-ol
• (2R,3R,4S,5S)-3-(hydroxymethyl)-2-((E)-prop-1-enyl)-5-propyloxolane-3,4-diol
• (2R,3R,4S,5S)-3-(hydroxymethyl)-2-[(E)-prop-1-enyl]-5-propyloxolane-3,4-diol
• (2S,3R,4S,5R)-4-(hydroxymethyl)-4-methyl-5-((E)-prop-1-enyl)-2-propyloxolan-3-ol
• RefChem:172007
• CHEBI:212498

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8953	89.53%
Caco-2	+	0.7611	76.11%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5597	55.97%
OATP2B1 inhibitior	-	0.8491	84.91%
OATP1B1 inhibitior	+	0.8285	82.85%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8793	87.93%
P-glycoprotein inhibitior	-	0.9517	95.17%
P-glycoprotein substrate	-	0.8472	84.72%
CYP3A4 substrate	-	0.5319	53.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7806	78.06%
CYP3A4 inhibition	-	0.7432	74.32%
CYP2C9 inhibition	-	0.7669	76.69%
CYP2C19 inhibition	-	0.7778	77.78%
CYP2D6 inhibition	-	0.9252	92.52%
CYP1A2 inhibition	-	0.7573	75.73%
CYP2C8 inhibition	-	0.8535	85.35%
CYP inhibitory promiscuity	-	0.6548	65.48%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5898	58.98%
Eye corrosion	-	0.9769	97.69%
Eye irritation	-	0.9558	95.58%
Skin irritation	-	0.7091	70.91%
Skin corrosion	-	0.9345	93.45%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7935	79.35%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.7270	72.70%
Acute Oral Toxicity (c)	III	0.6925	69.25%
Estrogen receptor binding	-	0.7355	73.55%
Androgen receptor binding	-	0.7940	79.40%
Thyroid receptor binding	+	0.5407	54.07%
Glucocorticoid receptor binding	-	0.7634	76.34%
Aromatase binding	-	0.8009	80.09%
PPAR gamma	-	0.6240	62.40%
Honey bee toxicity	-	0.8841	88.41%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6748	67.48%
Fish aquatic toxicity	-	0.5978	59.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.08%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	89.54%	98.03%
CHEMBL221	P23219	Cyclooxygenase-1	86.36%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.00%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.12%	96.61%
CHEMBL2581	P07339	Cathepsin D	82.29%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	82.05%	95.93%
CHEMBL1977	P11473	Vitamin D receptor	81.02%	99.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590455
• LOTUS: LTS0141388
• wikiData: Q105350816