(2S)-3-methyl-1-(3-methylfuran-2-yl)butane-2,3-diol

Details

• Internal ID: ac3005d6-78f2-4c02-92f8-29415a29fbd9
• Taxonomy: Organoheterocyclic compounds > Heteroaromatic compounds
• IUPAC Name: (2S)-3-methyl-1-(3-methylfuran-2-yl)butane-2,3-diol
• SMILES (Canonical): CC1=C(OC=C1)CC(C(C)(C)O)O
• SMILES (Isomeric): CC1=C(OC=C1)C[C@@H](C(C)(C)O)O
• InChI: InChI=1S/C10H16O3/c1-7-4-5-13-8(7)6-9(11)10(2,3)12/h4-5,9,11-12H,6H2,1-3H3/t9-/m0/s1
• InChI Key: GVWLWKOBGSTYTA-VIFPVBQESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₃
• Molecular Weight: 184.23 g/mol
• Exact Mass: 184.109944368 g/mol
• Topological Polar Surface Area (TPSA): 53.60 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9748	97.48%
Caco-2	+	0.6358	63.58%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7413	74.13%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9320	93.20%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8689	86.89%
P-glycoprotein inhibitior	-	0.9647	96.47%
P-glycoprotein substrate	-	0.9289	92.89%
CYP3A4 substrate	-	0.6517	65.17%
CYP2C9 substrate	-	0.7790	77.90%
CYP2D6 substrate	-	0.7106	71.06%
CYP3A4 inhibition	-	0.9639	96.39%
CYP2C9 inhibition	-	0.8419	84.19%
CYP2C19 inhibition	-	0.7906	79.06%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.7551	75.51%
CYP2C8 inhibition	-	0.8509	85.09%
CYP inhibitory promiscuity	-	0.7956	79.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.5205	52.05%
Eye corrosion	-	0.9588	95.88%
Eye irritation	-	0.6015	60.15%
Skin irritation	-	0.6111	61.11%
Skin corrosion	-	0.8243	82.43%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5799	57.99%
Micronuclear	-	0.6841	68.41%
Hepatotoxicity	+	0.6519	65.19%
skin sensitisation	+	0.5138	51.38%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7041	70.41%
Acute Oral Toxicity (c)	III	0.6384	63.84%
Estrogen receptor binding	-	0.8521	85.21%
Androgen receptor binding	-	0.7720	77.20%
Thyroid receptor binding	-	0.6971	69.71%
Glucocorticoid receptor binding	-	0.6662	66.62%
Aromatase binding	-	0.7853	78.53%
PPAR gamma	-	0.5905	59.05%
Honey bee toxicity	-	0.9578	95.78%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.4213	42.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.81%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.95%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.44%	93.65%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.72%	90.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.32%	85.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.98%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.19%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.93%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.56%	96.09%

Plants that contains it

• Elsholtzia densa

Cross-Links

• PubChem: 154496512
• LOTUS: LTS0198376
• wikiData: Q105021909