[(2S,3R)-3-[2-[(2S,3R)-3-[2-(furan-3-yl)ethyl]-2-(hydroxymethyl)oxiran-2-yl]ethyl]-2-(4-methylpent-3-enyl)oxiran-2-yl]methanol

Details

• Internal ID: e73c6d0b-624f-4f09-8f70-a68c9ef822a9
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: [(2S,3R)-3-[2-[(2S,3R)-3-[2-(furan-3-yl)ethyl]-2-(hydroxymethyl)oxiran-2-yl]ethyl]-2-(4-methylpent-3-enyl)oxiran-2-yl]methanol
• SMILES (Canonical): CC(=CCCC1(C(O1)CCC2(C(O2)CCC3=COC=C3)CO)CO)C
• SMILES (Isomeric): CC(=CCC[C@@]1([C@H](O1)CC[C@@]2([C@H](O2)CCC3=COC=C3)CO)CO)C
• InChI: InChI=1S/C20H30O5/c1-15(2)4-3-9-19(13-21)18(25-19)7-10-20(14-22)17(24-20)6-5-16-8-11-23-12-16/h4,8,11-12,17-18,21-22H,3,5-7,9-10,13-14H2,1-2H3/t17-,18-,19+,20+/m1/s1
• InChI Key: LIZZXEBNNQGQIW-ZRNYENFQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 78.70 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9014	90.14%
Caco-2	-	0.5548	55.48%
Blood Brain Barrier	+	0.7605	76.05%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7166	71.66%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.7861	78.61%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.5820	58.20%
BSEP inhibitior	+	0.8839	88.39%
P-glycoprotein inhibitior	-	0.6612	66.12%
P-glycoprotein substrate	-	0.7367	73.67%
CYP3A4 substrate	+	0.5415	54.15%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.7501	75.01%
CYP3A4 inhibition	-	0.8861	88.61%
CYP2C9 inhibition	-	0.7445	74.45%
CYP2C19 inhibition	-	0.7727	77.27%
CYP2D6 inhibition	-	0.8977	89.77%
CYP1A2 inhibition	-	0.7565	75.65%
CYP2C8 inhibition	-	0.5773	57.73%
CYP inhibitory promiscuity	-	0.7800	78.00%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8628	86.28%
Carcinogenicity (trinary)	Non-required	0.4926	49.26%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.9456	94.56%
Skin irritation	-	0.7391	73.91%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3824	38.24%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7220	72.20%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.4817	48.17%
Acute Oral Toxicity (c)	III	0.5232	52.32%
Estrogen receptor binding	+	0.7939	79.39%
Androgen receptor binding	-	0.4868	48.68%
Thyroid receptor binding	+	0.6895	68.95%
Glucocorticoid receptor binding	+	0.7362	73.62%
Aromatase binding	+	0.7542	75.42%
PPAR gamma	+	0.7674	76.74%
Honey bee toxicity	-	0.8624	86.24%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5468	54.68%
Fish aquatic toxicity	+	0.8791	87.91%

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	95.71%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.18%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.58%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.38%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	87.82%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.64%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.48%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.20%	95.89%

Plants that contains it

• Baccharis thymifolia

Cross-Links

• PubChem: 44448227
• LOTUS: LTS0208613
• wikiData: Q105152460