12-(2-Hydroxy-3,5-dimethylphenyl)-6,10-dimethyl-2-(4-methylpent-3-enyl)dodeca-2,6,10-trienoic acid

Details

• Internal ID: 7fbe95d7-8a8c-407f-bc12-a23d61c5b038
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 12-(2-hydroxy-3,5-dimethylphenyl)-6,10-dimethyl-2-(4-methylpent-3-enyl)dodeca-2,6,10-trienoic acid
• SMILES (Canonical): CC1=CC(=C(C(=C1)CC=C(C)CCC=C(C)CCC=C(CCC=C(C)C)C(=O)O)O)C
• SMILES (Isomeric): CC1=CC(=C(C(=C1)CC=C(C)CCC=C(C)CCC=C(CCC=C(C)C)C(=O)O)O)C
• InChI: InChI=1S/C28H40O3/c1-20(2)10-7-14-25(28(30)31)15-9-13-21(3)11-8-12-22(4)16-17-26-19-23(5)18-24(6)27(26)29/h10-11,15-16,18-19,29H,7-9,12-14,17H2,1-6H3,(H,30,31)
• InChI Key: FNLOAPUFYUFXNF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₃
• Molecular Weight: 424.60 g/mol
• Exact Mass: 424.29774513 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 7.76
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	-	0.5910	59.10%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.9046	90.46%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8578	85.78%
OATP1B3 inhibitior	+	0.9098	90.98%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9691	96.91%
P-glycoprotein inhibitior	+	0.7079	70.79%
P-glycoprotein substrate	-	0.8969	89.69%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5695	56.95%
CYP2D6 substrate	-	0.8972	89.72%
CYP3A4 inhibition	+	0.5294	52.94%
CYP2C9 inhibition	+	0.6182	61.82%
CYP2C19 inhibition	+	0.6412	64.12%
CYP2D6 inhibition	-	0.7554	75.54%
CYP1A2 inhibition	+	0.7411	74.11%
CYP2C8 inhibition	-	0.7148	71.48%
CYP inhibitory promiscuity	+	0.5638	56.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7677	76.77%
Carcinogenicity (trinary)	Non-required	0.6818	68.18%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.8395	83.95%
Skin irritation	-	0.6694	66.94%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6670	66.70%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	+	0.6184	61.84%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7989	79.89%
Acute Oral Toxicity (c)	III	0.5077	50.77%
Estrogen receptor binding	+	0.7656	76.56%
Androgen receptor binding	+	0.5968	59.68%
Thyroid receptor binding	+	0.6510	65.10%
Glucocorticoid receptor binding	+	0.6750	67.50%
Aromatase binding	+	0.6075	60.75%
PPAR gamma	+	0.8127	81.27%
Honey bee toxicity	-	0.9251	92.51%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.56%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.07%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.87%	92.08%
CHEMBL2581	P07339	Cathepsin D	92.60%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.42%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.50%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.68%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.38%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.70%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.76%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.02%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163077300
• LOTUS: LTS0078959
• wikiData: Q104998352