3-[(2E,6E,10E,14E)-15-carboxy-3,7,11-trimethylhexadeca-2,6,10,14-tetraenyl]-4-hydroxybenzoic acid

Details

• Internal ID: ea86b2f6-4c1b-4f8f-8a15-e0603184e7dc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 3-[(2E,6E,10E,14E)-15-carboxy-3,7,11-trimethylhexadeca-2,6,10,14-tetraenyl]-4-hydroxybenzoic acid
• InChI: InChI=1S/C27H36O5/c1-19(8-5-9-20(2)12-7-13-22(4)26(29)30)10-6-11-21(3)14-15-23-18-24(27(31)32)16-17-25(23)28/h9-10,13-14,16-18,28H,5-8,11-12,15H2,1-4H3,(H,29,30)(H,31,32)/b19-10+,20-9+,21-14+,22-13+
• InChI Key: HVFKKNBENQFRKJ-RSNZTBBNSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₅
• Molecular Weight: 440.60 g/mol
• Exact Mass: 440.25627424 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 6.84
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 13

Synonyms

• BDBM50510073

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9828	98.28%
Caco-2	-	0.7480	74.80%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8995	89.95%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9250	92.50%
OATP1B3 inhibitior	+	0.8532	85.32%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9257	92.57%
P-glycoprotein inhibitior	+	0.7942	79.42%
P-glycoprotein substrate	-	0.8980	89.80%
CYP3A4 substrate	-	0.6009	60.09%
CYP2C9 substrate	-	0.5695	56.95%
CYP2D6 substrate	-	0.8972	89.72%
CYP3A4 inhibition	-	0.5268	52.68%
CYP2C9 inhibition	-	0.5968	59.68%
CYP2C19 inhibition	+	0.5225	52.25%
CYP2D6 inhibition	-	0.7027	70.27%
CYP1A2 inhibition	+	0.6589	65.89%
CYP2C8 inhibition	+	0.4673	46.73%
CYP inhibitory promiscuity	-	0.7404	74.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7477	74.77%
Carcinogenicity (trinary)	Non-required	0.7138	71.38%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8655	86.55%
Skin irritation	-	0.7026	70.26%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5355	53.55%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.5465	54.65%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7441	74.41%
Acute Oral Toxicity (c)	III	0.4895	48.95%
Estrogen receptor binding	+	0.7226	72.26%
Androgen receptor binding	+	0.6093	60.93%
Thyroid receptor binding	+	0.6274	62.74%
Glucocorticoid receptor binding	+	0.7971	79.71%
Aromatase binding	+	0.6258	62.58%
PPAR gamma	+	0.7848	78.48%
Honey bee toxicity	-	0.9496	94.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
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	97.07%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.13%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.14%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.10%	92.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.46%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.39%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.28%	98.95%
CHEMBL4208	P20618	Proteasome component C5	87.86%	90.00%
CHEMBL3194	P02766	Transthyretin	87.04%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.83%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.07%	91.49%
CHEMBL340	P08684	Cytochrome P450 3A4	80.40%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101242500
• LOTUS: LTS0090384
• wikiData: Q105034222