3-Hydroxy-5-methoxy-2-(5-methyl-2-prop-1-en-2-ylhex-4-enyl)cyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: 7c719b0e-a9d6-4e4d-a12c-bc417c2930a9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylquinones
• IUPAC Name: 3-hydroxy-5-methoxy-2-(5-methyl-2-prop-1-en-2-ylhex-4-enyl)cyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CC(=CCC(CC1=C(C(=O)C(=CC1=O)OC)O)C(=C)C)C
• SMILES (Isomeric): CC(=CCC(CC1=C(C(=O)C(=CC1=O)OC)O)C(=C)C)C
• InChI: InChI=1S/C17H22O4/c1-10(2)6-7-12(11(3)4)8-13-14(18)9-15(21-5)17(20)16(13)19/h6,9,12,19H,3,7-8H2,1-2,4-5H3
• InChI Key: XVWGVTVQZLVSRE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9865	98.65%
Caco-2	+	0.7504	75.04%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8183	81.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9192	91.92%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5599	55.99%
P-glycoprotein inhibitior	-	0.8671	86.71%
P-glycoprotein substrate	-	0.8058	80.58%
CYP3A4 substrate	-	0.5199	51.99%
CYP2C9 substrate	-	0.7931	79.31%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.8256	82.56%
CYP2C9 inhibition	-	0.8321	83.21%
CYP2C19 inhibition	-	0.6970	69.70%
CYP2D6 inhibition	-	0.8258	82.58%
CYP1A2 inhibition	-	0.8659	86.59%
CYP2C8 inhibition	-	0.8473	84.73%
CYP inhibitory promiscuity	-	0.8792	87.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7625	76.25%
Carcinogenicity (trinary)	Non-required	0.7423	74.23%
Eye corrosion	-	0.9338	93.38%
Eye irritation	+	0.6052	60.52%
Skin irritation	-	0.6522	65.22%
Skin corrosion	-	0.9563	95.63%
Ames mutagenesis	-	0.6778	67.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4774	47.74%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6884	68.84%
skin sensitisation	-	0.5557	55.57%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.7847	78.47%
Acute Oral Toxicity (c)	III	0.4452	44.52%
Estrogen receptor binding	-	0.5165	51.65%
Androgen receptor binding	-	0.6506	65.06%
Thyroid receptor binding	+	0.5926	59.26%
Glucocorticoid receptor binding	+	0.7003	70.03%
Aromatase binding	-	0.6685	66.85%
PPAR gamma	+	0.6526	65.26%
Honey bee toxicity	-	0.7517	75.17%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9712	97.12%

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	96.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.90%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.98%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.00%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.83%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.82%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.75%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.05%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.23%	90.71%

Plants that contains it

• Sophora flavescens

Cross-Links

• PubChem: 5318903
• NPASS: NPC191736
• LOTUS: LTS0271638
• wikiData: Q105343219