Waol B

Details

• Internal ID: edf5dcff-e176-4ffd-8c77-cc8c037baa4d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: methyl (3E)-2-hydroxy-3-[(2R,4S,5S)-4-hydroxy-2,5-bis[(E)-prop-1-enyl]oxolan-3-ylidene]propanoate
• SMILES (Canonical): CC=CC1C(C(=CC(C(=O)OC)O)C(O1)C=CC)O
• SMILES (Isomeric): C/C=C/[C@H]1[C@H](/C(=C\C(C(=O)OC)O)/[C@H](O1)/C=C/C)O
• InChI: InChI=1S/C14H20O5/c1-4-6-11-9(8-10(15)14(17)18-3)13(16)12(19-11)7-5-2/h4-8,10-13,15-16H,1-3H3/b6-4+,7-5+,9-8-/t10?,11-,12+,13+/m1/s1
• InChI Key: DMRIUUMAZLWLQW-XVWRFVRXSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₅
• Molecular Weight: 268.30 g/mol
• Exact Mass: 268.13107373 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.73
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• Methyl (3E)-2-hydroxy-3-[(2R,4S,5S)-4-hydroxy-2,5-bis[(E)-prop-1-enyl]oxolan-3-ylidene]propanoate
• methyl (3E)-2-hydroxy-3-((2R,4S,5S)-4-hydroxy-2,5-bis((E)-prop-1-enyl)oxolan-3-ylidene)propanoate
• RefChem:194750
• CHEBI:205721

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9487	94.87%
Caco-2	-	0.5947	59.47%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6619	66.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9114	91.14%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8558	85.58%
P-glycoprotein inhibitior	-	0.8764	87.64%
P-glycoprotein substrate	-	0.8822	88.22%
CYP3A4 substrate	+	0.5216	52.16%
CYP2C9 substrate	-	0.8165	81.65%
CYP2D6 substrate	-	0.8663	86.63%
CYP3A4 inhibition	-	0.9192	91.92%
CYP2C9 inhibition	-	0.9240	92.40%
CYP2C19 inhibition	-	0.6812	68.12%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.7884	78.84%
CYP2C8 inhibition	-	0.9129	91.29%
CYP inhibitory promiscuity	-	0.6269	62.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Danger	0.4962	49.62%
Eye corrosion	-	0.9057	90.57%
Eye irritation	-	0.8731	87.31%
Skin irritation	-	0.7228	72.28%
Skin corrosion	-	0.9707	97.07%
Ames mutagenesis	-	0.5337	53.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3766	37.66%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8424	84.24%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5946	59.46%
Acute Oral Toxicity (c)	IV	0.4905	49.05%
Estrogen receptor binding	-	0.5161	51.61%
Androgen receptor binding	-	0.7256	72.56%
Thyroid receptor binding	-	0.5333	53.33%
Glucocorticoid receptor binding	+	0.6277	62.77%
Aromatase binding	-	0.5811	58.11%
PPAR gamma	-	0.7724	77.24%
Honey bee toxicity	-	0.8155	81.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.6817	68.17%

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	94.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.77%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.70%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	86.18%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.39%	99.17%
CHEMBL2581	P07339	Cathepsin D	84.55%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.35%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.89%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10611946
• LOTUS: LTS0070441
• wikiData: Q104985294