Glandulone C

Details

• Internal ID: e2ac4757-aee4-4022-84f8-884f84a37e3f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (E)-6-(6-hydroxy-4-methyl-3-oxocyclohexa-1,4-dien-1-yl)-2-methylhept-2-enal
• SMILES (Canonical): CC1=CC(C(=CC1=O)C(C)CCC=C(C)C=O)O
• SMILES (Isomeric): CC1=CC(C(=CC1=O)C(C)CC/C=C(\C)/C=O)O
• InChI: InChI=1S/C15H20O3/c1-10(9-16)5-4-6-11(2)13-8-14(17)12(3)7-15(13)18/h5,7-9,11,15,18H,4,6H2,1-3H3/b10-5+
• InChI Key: UZLYFZDXWGWUGA-BJMVGYQFSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• CHEBI:192168
• (E)-6-(6-hydroxy-4-methyl-3-oxocyclohexa-1,4-dien-1-yl)-2-methylhept-2-enal
• (2E)-6-(6-hydroxy-4-methyl-3-oxocyclohexa-1,4-dien-1-yl)-2-methylhept-2-enal

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	+	0.8732	87.32%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7909	79.09%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8800	88.00%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6628	66.28%
P-glycoprotein inhibitior	-	0.9176	91.76%
P-glycoprotein substrate	-	0.8129	81.29%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	-	0.7582	75.82%
CYP2C9 inhibition	-	0.7126	71.26%
CYP2C19 inhibition	-	0.7856	78.56%
CYP2D6 inhibition	-	0.6224	62.24%
CYP1A2 inhibition	-	0.5853	58.53%
CYP2C8 inhibition	-	0.9810	98.10%
CYP inhibitory promiscuity	-	0.7744	77.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7450	74.50%
Carcinogenicity (trinary)	Non-required	0.6396	63.96%
Eye corrosion	-	0.9482	94.82%
Eye irritation	-	0.8475	84.75%
Skin irritation	+	0.6657	66.57%
Skin corrosion	-	0.8279	82.79%
Ames mutagenesis	-	0.7037	70.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3991	39.91%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	+	0.6794	67.94%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.4843	48.43%
Acute Oral Toxicity (c)	III	0.7298	72.98%
Estrogen receptor binding	-	0.5814	58.14%
Androgen receptor binding	-	0.6166	61.66%
Thyroid receptor binding	-	0.5593	55.93%
Glucocorticoid receptor binding	-	0.5774	57.74%
Aromatase binding	-	0.7372	73.72%
PPAR gamma	-	0.5831	58.31%
Honey bee toxicity	-	0.8960	89.60%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9693	96.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.51%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.97%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.22%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	85.72%	94.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.40%	90.08%
CHEMBL3401	O75469	Pregnane X receptor	82.38%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.76%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.67%	90.71%

Plants that contains it

• Glycyrrhiza glabra
• Helianthus annuus

Cross-Links

• PubChem: 5317654
• NPASS: NPC96117