(2S,3S,5S)-2-ethyl-5-[(2S,4S,5S)-4-hydroxy-5-[(E)-pent-2-en-4-ynyl]oxolan-2-yl]oxolan-3-ol

Details

• Internal ID: 5a3a8731-74b4-4f11-94f7-1211e2b687a9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: (2S,3S,5S)-2-ethyl-5-[(2S,4S,5S)-4-hydroxy-5-[(E)-pent-2-en-4-ynyl]oxolan-2-yl]oxolan-3-ol
• SMILES (Canonical): CCC1C(CC(O1)C2CC(C(O2)CC=CC#C)O)O
• SMILES (Isomeric): CC[C@H]1[C@H](C[C@H](O1)[C@@H]2C[C@@H]([C@@H](O2)C/C=C/C#C)O)O
• InChI: InChI=1S/C15H22O4/c1-3-5-6-7-13-11(17)9-15(19-13)14-8-10(16)12(4-2)18-14/h1,5-6,10-17H,4,7-9H2,2H3/b6-5+/t10-,11-,12-,13-,14-,15-/m0/s1
• InChI Key: SQASSOPEGUZNNA-VPVLPJBGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.01
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• RefChem:924557
• (2R,3R,5R)-2-ethyl-5-((2S,4R,5S)-4-hydroxy-5-((E)-pent-2-en-4-ynyl)oxolan-2-yl)oxolan-3-ol
• (2S,3S,5S)-2-ethyl-5-((2S,4S,5S)-4-hydroxy-5-((E)-pent-2-en-4-ynyl)oxolan-2-yl)oxolan-3-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9567	95.67%
Caco-2	+	0.5166	51.66%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7059	70.59%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8859	88.59%
OATP1B3 inhibitior	+	0.9341	93.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8927	89.27%
P-glycoprotein inhibitior	-	0.8814	88.14%
P-glycoprotein substrate	-	0.9084	90.84%
CYP3A4 substrate	-	0.5421	54.21%
CYP2C9 substrate	-	0.6077	60.77%
CYP2D6 substrate	-	0.7846	78.46%
CYP3A4 inhibition	-	0.9154	91.54%
CYP2C9 inhibition	-	0.8246	82.46%
CYP2C19 inhibition	-	0.7525	75.25%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	-	0.8059	80.59%
CYP2C8 inhibition	-	0.9350	93.50%
CYP inhibitory promiscuity	-	0.6735	67.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4378	43.78%
Eye corrosion	-	0.9738	97.38%
Eye irritation	-	0.9941	99.41%
Skin irritation	-	0.6786	67.86%
Skin corrosion	-	0.8900	89.00%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4817	48.17%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5073	50.73%
skin sensitisation	-	0.7816	78.16%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7489	74.89%
Acute Oral Toxicity (c)	III	0.6149	61.49%
Estrogen receptor binding	+	0.6463	64.63%
Androgen receptor binding	-	0.6791	67.91%
Thyroid receptor binding	-	0.5272	52.72%
Glucocorticoid receptor binding	+	0.5853	58.53%
Aromatase binding	-	0.6429	64.29%
PPAR gamma	-	0.5888	58.88%
Honey bee toxicity	-	0.9264	92.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7574	75.74%

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	96.86%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.56%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	92.40%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.98%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.64%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.11%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	83.15%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	82.38%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46197263
• LOTUS: LTS0241916
• wikiData: Q105257738