Boletinin F

Details

• Internal ID: dc63fbfe-423e-47c3-9515-ec8c4005e222
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (E)-4-[(2E,6E,10E,14E)-16-hydroxy-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoxy]-4-oxobut-2-enoic acid
• SMILES (Canonical): CC(=CCCC(=CCOC(=O)C=CC(=O)O)C)CCC=C(C)CCC=C(C)CO
• SMILES (Isomeric): C/C(=C\CC/C(=C/COC(=O)/C=C/C(=O)O)/C)/CC/C=C(\C)/CC/C=C(\C)/CO
• InChI: InChI=1S/C24H36O5/c1-19(8-5-9-20(2)11-7-13-22(4)18-25)10-6-12-21(3)16-17-29-24(28)15-14-23(26)27/h9-10,13-16,25H,5-8,11-12,17-18H2,1-4H3,(H,26,27)/b15-14+,19-10+,20-9+,21-16+,22-13+
• InChI Key: UZHMDKVEUKIXIG-KCSPCAOWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₅
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.25627424 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.29
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 14

Synonyms

• (E)-4-[(2E,6E,10E,14E)-16-hydroxy-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoxy]-4-oxobut-2-enoic acid
• (2E)-4-(((2E,6E,10E,14E)-16-hydroxy-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl)oxy)-4-oxobut-2-enoate
• (2E)-4-{[(2E,6E,10E,14E)-16-hydroxy-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}-4-oxobut-2-enoate
• (E)-4-((2E,6E,10E,14E)-16-hydroxy-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoxy)-4-oxobut-2-enoic acid
• RefChem:120890
• 720694-64-4
• CHEMBL470057
• CHEBI:210155

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8659	86.59%
Caco-2	-	0.5961	59.61%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7386	73.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9363	93.63%
OATP1B3 inhibitior	+	0.9260	92.60%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9431	94.31%
P-glycoprotein inhibitior	+	0.7198	71.98%
P-glycoprotein substrate	-	0.9196	91.96%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.6062	60.62%
CYP2D6 substrate	-	0.8905	89.05%
CYP3A4 inhibition	-	0.7713	77.13%
CYP2C9 inhibition	-	0.8309	83.09%
CYP2C19 inhibition	-	0.8532	85.32%
CYP2D6 inhibition	-	0.8585	85.85%
CYP1A2 inhibition	-	0.8008	80.08%
CYP2C8 inhibition	-	0.8473	84.73%
CYP inhibitory promiscuity	-	0.8640	86.40%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7023	70.23%
Carcinogenicity (trinary)	Non-required	0.7060	70.60%
Eye corrosion	-	0.8660	86.60%
Eye irritation	-	0.8518	85.18%
Skin irritation	-	0.6434	64.34%
Skin corrosion	-	0.9883	98.83%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6786	67.86%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7319	73.19%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	-	0.9257	92.57%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.5877	58.77%
Acute Oral Toxicity (c)	III	0.5939	59.39%
Estrogen receptor binding	+	0.6732	67.32%
Androgen receptor binding	-	0.5707	57.07%
Thyroid receptor binding	+	0.5850	58.50%
Glucocorticoid receptor binding	+	0.6826	68.26%
Aromatase binding	+	0.6349	63.49%
PPAR gamma	+	0.6561	65.61%
Honey bee toxicity	-	0.8776	87.76%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6955	69.55%
Fish aquatic toxicity	+	0.9870	98.70%

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	89.90%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.11%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.08%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.85%	92.08%
CHEMBL340	P08684	Cytochrome P450 3A4	81.19%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11429615
• LOTUS: LTS0172145
• wikiData: Q77519573