Himeic acid B

Details

• Internal ID: 947d5e5d-c9c8-4ac1-99ba-d11bf625f058
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: (E)-11-(5-carbamoyl-4-oxopyran-2-yl)undec-10-enoic acid
• SMILES (Canonical): C1=C(OC=C(C1=O)C(=O)N)C=CCCCCCCCCC(=O)O
• SMILES (Isomeric): C1=C(OC=C(C1=O)C(=O)N)/C=C/CCCCCCCCC(=O)O
• InChI: InChI=1S/C17H23NO5/c18-17(22)14-12-23-13(11-15(14)19)9-7-5-3-1-2-4-6-8-10-16(20)21/h7,9,11-12H,1-6,8,10H2,(H2,18,22)(H,20,21)/b9-7+
• InChI Key: CFCNZKAZHHLTLD-VQHVLOKHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃NO₅
• Molecular Weight: 321.40 g/mol
• Exact Mass: 321.15762283 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

• Himeic acid B_120101
• (E)-11-(5-carbamoyl-4-oxopyran-2-yl)undec-10-enoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8276	82.76%
Caco-2	-	0.8374	83.74%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7955	79.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8757	87.57%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9572	95.72%
BSEP inhibitior	-	0.9014	90.14%
P-glycoprotein inhibitior	-	0.6776	67.76%
P-glycoprotein substrate	-	0.8657	86.57%
CYP3A4 substrate	-	0.5784	57.84%
CYP2C9 substrate	-	0.7985	79.85%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.7850	78.50%
CYP2C9 inhibition	-	0.9410	94.10%
CYP2C19 inhibition	-	0.8395	83.95%
CYP2D6 inhibition	-	0.9111	91.11%
CYP1A2 inhibition	-	0.8834	88.34%
CYP2C8 inhibition	-	0.8247	82.47%
CYP inhibitory promiscuity	-	0.9734	97.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9115	91.15%
Carcinogenicity (trinary)	Non-required	0.5923	59.23%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.5609	56.09%
Skin irritation	-	0.7849	78.49%
Skin corrosion	-	0.9589	95.89%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4048	40.48%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8589	85.89%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8773	87.73%
Acute Oral Toxicity (c)	III	0.7055	70.55%
Estrogen receptor binding	+	0.6552	65.52%
Androgen receptor binding	+	0.5922	59.22%
Thyroid receptor binding	+	0.5276	52.76%
Glucocorticoid receptor binding	+	0.6728	67.28%
Aromatase binding	+	0.7361	73.61%
PPAR gamma	+	0.8605	86.05%
Honey bee toxicity	-	0.9540	95.40%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.6932	69.32%

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	99.13%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.33%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.70%	98.95%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	90.44%	92.26%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.10%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.14%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.36%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.68%	93.00%
CHEMBL1781	P11387	DNA topoisomerase I	86.13%	97.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.72%	94.45%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	83.33%	95.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.25%	96.00%

Plants that contains it

• Achillea macrophylla
• Agave aurea
• Ageratina havanensis
• Ajuga spectabilis
• Alstroemeria revoluta
• Astragalus tragacantha
• Baphia nitida
• Chamaecyparis lawsoniana
• Corynanthe mayumbensis
• Crataegus viridis var. ovata
• Crinum erubescens
• Cylindrolobus foetidus
• Emilia sonchifolia
• Encephalartos altensteinii
• Euphorbia kamerunica
• Euphorbia marginata
• Excoecaria oppositifolia
• Gardenia collinsae
• Grindelia hirsutula
• Gymnosporia senegalensis
• Jungermannia hyalina
• Kobresia nepalensis
• Ligularia muliensis
• Marrubium alysson
• Melaleuca viminalis
• Melampodium americanum
• Neolitsea aciculata
• Neolitsea pulchella
• Nuphar lutea
• Pentzia incana
• Prangos pabularia
• Selliguea feei
• Shuteria vestita
• Simaba orinocensis
• Stevia chamaedrys
• Teucrium oxylepis
• Thelypteris triphylla
• Trifolium subterraneum
• Trillium camschatcense
• Ursinia abrotanifolia

Cross-Links

• PubChem: 21579676
• NPASS: NPC178085
• LOTUS: LTS0094834
• wikiData: Q77279880