Oleaxillaric acid

Details

• Internal ID: 31663a95-bcb7-42c6-a0a0-dd3dba4a4780
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (E,6E)-6-[(Z)-6-acetyloxy-4-methylhex-4-enylidene]-2-(4-methylpent-3-enyl)hept-2-enedioic acid
• InChI: InChI=1S/C22H32O6/c1-16(2)8-5-10-19(21(24)25)12-7-13-20(22(26)27)11-6-9-17(3)14-15-28-18(4)23/h8,11-12,14H,5-7,9-10,13,15H2,1-4H3,(H,24,25)(H,26,27)/b17-14-,19-12+,20-11+
• InChI Key: VRZLEESCPKSTCO-MBFHDDCVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₆
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.21988874 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.82
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 13

Synonyms

• (2E,6E)-6-((4Z)-6-(Acetyloxy)-4-methylhex-4-en-1-ylidene)-2-(4-methylpent-3-en-1-yl)hept-2-enedioate
• (2E,6E)-6-[(4Z)-6-(Acetyloxy)-4-methylhex-4-en-1-ylidene]-2-(4-methylpent-3-en-1-yl)hept-2-enedioate
• (E,6E)-6-((Z)-6-acetyloxy-4-methylhex-4-enylidene)-2-(4-methylpent-3-enyl)hept-2-enedioic acid
• (E,6E)-6-[(Z)-6-acetyloxy-4-methylhex-4-enylidene]-2-(4-methylpent-3-enyl)hept-2-enedioic acid
• RefChem:168084
• 116139-49-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9536	95.36%
Caco-2	-	0.7670	76.70%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8102	81.02%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9131	91.31%
OATP1B3 inhibitior	+	0.9083	90.83%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9552	95.52%
P-glycoprotein inhibitior	-	0.5467	54.67%
P-glycoprotein substrate	-	0.9586	95.86%
CYP3A4 substrate	-	0.5445	54.45%
CYP2C9 substrate	-	0.5646	56.46%
CYP2D6 substrate	-	0.9147	91.47%
CYP3A4 inhibition	-	0.7875	78.75%
CYP2C9 inhibition	-	0.7461	74.61%
CYP2C19 inhibition	-	0.8893	88.93%
CYP2D6 inhibition	-	0.8985	89.85%
CYP1A2 inhibition	-	0.8012	80.12%
CYP2C8 inhibition	-	0.9263	92.63%
CYP inhibitory promiscuity	-	0.8411	84.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7223	72.23%
Carcinogenicity (trinary)	Non-required	0.6731	67.31%
Eye corrosion	-	0.8860	88.60%
Eye irritation	-	0.6605	66.05%
Skin irritation	-	0.6920	69.20%
Skin corrosion	-	0.9899	98.99%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5786	57.86%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.5731	57.31%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	-	0.8087	80.87%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.6867	68.67%
Acute Oral Toxicity (c)	IV	0.6024	60.24%
Estrogen receptor binding	+	0.6185	61.85%
Androgen receptor binding	-	0.6260	62.60%
Thyroid receptor binding	-	0.5169	51.69%
Glucocorticoid receptor binding	-	0.5763	57.63%
Aromatase binding	+	0.5339	53.39%
PPAR gamma	+	0.6291	62.91%
Honey bee toxicity	-	0.9015	90.15%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7255	72.55%
Fish aquatic toxicity	+	0.9971	99.71%

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	91.27%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.14%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.73%	92.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.64%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	81.43%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	81.29%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	81.16%	90.17%

Plants that contains it

• Olearia axillaris

Cross-Links

• PubChem: 163184469
• LOTUS: LTS0269952
• wikiData: Q105292072