(2E,4S,6E,10E)-4-hydroxy-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenal

Details

• Internal ID: 53d0d8b8-1d26-4ebd-8f76-4094f0a0130d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (2E,4S,6E,10E)-4-hydroxy-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenal
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCC(C(=CC=O)C)O)C)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC/C(=C/C[C@@H](/C(=C/C=O)/C)O)/C)/C)C
• InChI: InChI=1S/C20H32O2/c1-16(2)8-6-9-17(3)10-7-11-18(4)12-13-20(22)19(5)14-15-21/h8,10,12,14-15,20,22H,6-7,9,11,13H2,1-5H3/b17-10+,18-12+,19-14+/t20-/m0/s1
• InChI Key: IOLYOWBMRPDANC-SJLVIDHFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.30
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.7625	76.25%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5291	52.91%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9238	92.38%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7927	79.27%
P-glycoprotein inhibitior	-	0.6950	69.50%
P-glycoprotein substrate	-	0.9100	91.00%
CYP3A4 substrate	-	0.5322	53.22%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8481	84.81%
CYP3A4 inhibition	-	0.8903	89.03%
CYP2C9 inhibition	-	0.9125	91.25%
CYP2C19 inhibition	-	0.9111	91.11%
CYP2D6 inhibition	-	0.9462	94.62%
CYP1A2 inhibition	-	0.6317	63.17%
CYP2C8 inhibition	-	0.9525	95.25%
CYP inhibitory promiscuity	-	0.8821	88.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5800	58.00%
Carcinogenicity (trinary)	Non-required	0.7291	72.91%
Eye corrosion	+	0.4749	47.49%
Eye irritation	-	0.8650	86.50%
Skin irritation	+	0.7443	74.43%
Skin corrosion	-	0.9679	96.79%
Ames mutagenesis	-	0.8264	82.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.3850	38.50%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5725	57.25%
skin sensitisation	+	0.8480	84.80%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.8983	89.83%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	+	0.5601	56.01%
Acute Oral Toxicity (c)	III	0.9013	90.13%
Estrogen receptor binding	+	0.5465	54.65%
Androgen receptor binding	-	0.8257	82.57%
Thyroid receptor binding	+	0.5917	59.17%
Glucocorticoid receptor binding	+	0.6162	61.62%
Aromatase binding	-	0.5416	54.16%
PPAR gamma	+	0.8346	83.46%
Honey bee toxicity	-	0.8385	83.85%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8580	85.80%

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	92.56%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.21%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.86%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.56%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.05%	92.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.33%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.93%	91.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.84%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.38%	99.17%

Plants that contains it

• Mikania sessilifolia

Cross-Links

• PubChem: 162992747
• LOTUS: LTS0051981
• wikiData: Q105116765