(2E,4E)-5-[(1R,2R,4aS,6S,8S,8aR)-6-hydroxy-2,6,8-trimethyl-2,4a,5,7,8,8a-hexahydro-1H-naphthalen-1-yl]penta-2,4-dienoic acid

Details

• Internal ID: d6c452bb-a076-4953-b938-3d50b48ba7e7
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (2E,4E)-5-[(1R,2R,4aS,6S,8S,8aR)-6-hydroxy-2,6,8-trimethyl-2,4a,5,7,8,8a-hexahydro-1H-naphthalen-1-yl]penta-2,4-dienoic acid
• InChI: InChI=1S/C18H26O3/c1-12-8-9-14-11-18(3,21)10-13(2)17(14)15(12)6-4-5-7-16(19)20/h4-9,12-15,17,21H,10-11H2,1-3H3,(H,19,20)/b6-4+,7-5+/t12-,13+,14-,15-,17-,18+/m1/s1
• InChI Key: GGRDDTWLVPZMAU-KWMARLCDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₃
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.18819469 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.7371	73.71%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6614	66.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9110	91.10%
OATP1B3 inhibitior	+	0.9750	97.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7130	71.30%
P-glycoprotein inhibitior	-	0.9072	90.72%
P-glycoprotein substrate	-	0.7567	75.67%
CYP3A4 substrate	+	0.5764	57.64%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.9134	91.34%
CYP3A4 inhibition	-	0.8608	86.08%
CYP2C9 inhibition	-	0.9331	93.31%
CYP2C19 inhibition	-	0.9318	93.18%
CYP2D6 inhibition	-	0.9625	96.25%
CYP1A2 inhibition	-	0.8974	89.74%
CYP2C8 inhibition	-	0.8127	81.27%
CYP inhibitory promiscuity	-	0.9529	95.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8813	88.13%
Carcinogenicity (trinary)	Non-required	0.5300	53.00%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9679	96.79%
Skin irritation	+	0.5246	52.46%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.6983	69.83%
Human Ether-a-go-go-Related Gene inhibition	+	0.7043	70.43%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	+	0.5617	56.17%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7422	74.22%
Acute Oral Toxicity (c)	III	0.7674	76.74%
Estrogen receptor binding	+	0.6672	66.72%
Androgen receptor binding	-	0.6399	63.99%
Thyroid receptor binding	-	0.5847	58.47%
Glucocorticoid receptor binding	-	0.6283	62.83%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.4849	48.49%
Honey bee toxicity	-	0.8686	86.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9612	96.12%

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	94.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.11%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	86.72%	89.63%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.71%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.09%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.86%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.35%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583694
• LOTUS: LTS0043162
• wikiData: Q75065513