Turbinaric acid

Details

• Internal ID: ce317a65-f689-4ab4-9fe3-399ddad3ae2e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: (4E,8E,12E,16E)-4,8,13,17,21-pentamethyldocosa-4,8,12,16,20-pentaenoic acid
• InChI: InChI=1S/C27H44O2/c1-22(2)12-9-15-25(5)18-10-16-23(3)13-7-8-14-24(4)17-11-19-26(6)20-21-27(28)29/h12-14,18-19H,7-11,15-17,20-21H2,1-6H3,(H,28,29)/b23-13+,24-14+,25-18+,26-19+
• InChI Key: BJHPHCBHTOHNEI-KDSGDVRDSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₄O₂
• Molecular Weight: 400.60 g/mol
• Exact Mass: 400.334130642 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 9.10
• Atomic LogP (AlogP): 8.72
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 15

Synonyms

• 56882-00-9
• (4E,8E,12E,16E)-4,8,13,17,21-pentamethyldocosa-4,8,12,16,20-pentaenoic acid
• CHEMBL484234
• SCHEMBL2230248
• 4,8,13,17,21-Pentamethyl-4,8,12,16,20-docosapentaenoic acid
• AKOS027324599
• HY-111604
• CS-0088414
• (4E,8E,12E,16E)-4,8,13,17,21-pentamethyldocosa-4,8,12,16,20-pentaenoicacid
• 4,8,12,16,20-Docosapentaenoic acid, 4,8,13,17,21-pentamethyl-, (all E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.6895	68.95%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5126	51.26%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9247	92.47%
OATP1B3 inhibitior	+	0.8524	85.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9179	91.79%
P-glycoprotein inhibitior	+	0.6408	64.08%
P-glycoprotein substrate	-	0.9732	97.32%
CYP3A4 substrate	-	0.6312	63.12%
CYP2C9 substrate	+	0.6464	64.64%
CYP2D6 substrate	-	0.8876	88.76%
CYP3A4 inhibition	-	0.9200	92.00%
CYP2C9 inhibition	-	0.8828	88.28%
CYP2C19 inhibition	-	0.9361	93.61%
CYP2D6 inhibition	-	0.9568	95.68%
CYP1A2 inhibition	-	0.6080	60.80%
CYP2C8 inhibition	-	0.9828	98.28%
CYP inhibitory promiscuity	-	0.9402	94.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6315	63.15%
Carcinogenicity (trinary)	Non-required	0.7071	70.71%
Eye corrosion	+	0.5768	57.68%
Eye irritation	-	0.7152	71.52%
Skin irritation	+	0.6769	67.69%
Skin corrosion	-	0.9574	95.74%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6781	67.81%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	+	0.7182	71.82%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.7846	78.46%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.5577	55.77%
Acute Oral Toxicity (c)	III	0.6201	62.01%
Estrogen receptor binding	-	0.4744	47.44%
Androgen receptor binding	-	0.8492	84.92%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6024	60.24%
Aromatase binding	-	0.5672	56.72%
PPAR gamma	+	0.6476	64.76%
Honey bee toxicity	-	0.8716	87.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9666	96.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.76%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.62%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.86%	90.17%
CHEMBL2581	P07339	Cathepsin D	87.47%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.02%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	80.73%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	80.32%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6438506
• LOTUS: LTS0047154
• wikiData: Q104937099