[(2r,3r,6r)-2-(Hydroxybutyl)-3-(hydroxymethyl)butanolide]

Details

• Internal ID: cdcee48f-3464-4174-b81a-64e69f096ee9
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,4R)-3-[(1R)-1-hydroxybutyl]-4-(hydroxymethyl)oxolan-2-one
• InChI: InChI=1S/C9H16O4/c1-2-3-7(11)8-6(4-10)5-13-9(8)12/h6-8,10-11H,2-5H2,1H3/t6-,7-,8-/m1/s1
• InChI Key: QXCJMSMGYHDDLQ-BWZBUEFSSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₆O₄
• Molecular Weight: 188.22 g/mol
• Exact Mass: 188.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• QXCJMSMGYHDDLQ-BWZBUEFSSA-N
• SCHEMBL29364098
• CID 11830173
• [(2r,3r,6r)-2-(hydroxybutyl)-3-(hydroxymethyl)butanolide]

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9114	91.14%
Caco-2	-	0.5462	54.62%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7071	70.71%
OATP2B1 inhibitior	-	0.8439	84.39%
OATP1B1 inhibitior	+	0.9457	94.57%
OATP1B3 inhibitior	+	0.9532	95.32%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9079	90.79%
P-glycoprotein inhibitior	-	0.9709	97.09%
P-glycoprotein substrate	-	0.8143	81.43%
CYP3A4 substrate	-	0.6224	62.24%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	-	0.9205	92.05%
CYP2C9 inhibition	-	0.9310	93.10%
CYP2C19 inhibition	-	0.8815	88.15%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	-	0.8792	87.92%
CYP2C8 inhibition	-	0.9877	98.77%
CYP inhibitory promiscuity	-	0.9578	95.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6768	67.68%
Eye corrosion	-	0.9798	97.98%
Eye irritation	-	0.6964	69.64%
Skin irritation	-	0.7290	72.90%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6898	68.98%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5180	51.80%
skin sensitisation	-	0.9519	95.19%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5573	55.73%
Acute Oral Toxicity (c)	III	0.6172	61.72%
Estrogen receptor binding	-	0.7784	77.84%
Androgen receptor binding	-	0.6429	64.29%
Thyroid receptor binding	-	0.7945	79.45%
Glucocorticoid receptor binding	-	0.6836	68.36%
Aromatase binding	-	0.8206	82.06%
PPAR gamma	-	0.8123	81.23%
Honey bee toxicity	-	0.9537	95.37%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.6020	60.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.20%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.17%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	94.10%	83.82%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.95%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.08%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.40%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	83.56%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.67%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.54%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.42%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11830173
• LOTUS: LTS0147905
• wikiData: Q105229519