[4-hydroxy-5-methyl-2-[(2R)-6-methylhept-5-en-2-yl]-3,6-dioxocyclohexa-1,4-dien-1-yl] 3-methylbutanoate

Details

• Internal ID: 6bc85468-79d2-432f-beb3-92414335580e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [4-hydroxy-5-methyl-2-[(2R)-6-methylhept-5-en-2-yl]-3,6-dioxocyclohexa-1,4-dien-1-yl] 3-methylbutanoate
• SMILES (Canonical): CC1=C(C(=O)C(=C(C1=O)OC(=O)CC(C)C)C(C)CCC=C(C)C)O
• SMILES (Isomeric): CC1=C(C(=O)C(=C(C1=O)OC(=O)CC(C)C)[C@H](C)CCC=C(C)C)O
• InChI: InChI=1S/C20H28O5/c1-11(2)8-7-9-13(5)16-19(24)17(22)14(6)18(23)20(16)25-15(21)10-12(3)4/h8,12-13,22H,7,9-10H2,1-6H3/t13-/m1/s1
• InChI Key: HHBNUDIPRNCPQD-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.20
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9766	97.66%
Caco-2	+	0.8095	80.95%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8355	83.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8599	85.99%
OATP1B3 inhibitior	+	0.8999	89.99%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7257	72.57%
P-glycoprotein inhibitior	-	0.5970	59.70%
P-glycoprotein substrate	-	0.8054	80.54%
CYP3A4 substrate	+	0.5450	54.50%
CYP2C9 substrate	-	0.7883	78.83%
CYP2D6 substrate	-	0.8937	89.37%
CYP3A4 inhibition	-	0.8508	85.08%
CYP2C9 inhibition	-	0.8308	83.08%
CYP2C19 inhibition	-	0.8059	80.59%
CYP2D6 inhibition	-	0.8684	86.84%
CYP1A2 inhibition	-	0.8705	87.05%
CYP2C8 inhibition	-	0.9249	92.49%
CYP inhibitory promiscuity	-	0.9435	94.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7309	73.09%
Carcinogenicity (trinary)	Non-required	0.6623	66.23%
Eye corrosion	-	0.9748	97.48%
Eye irritation	-	0.7581	75.81%
Skin irritation	-	0.5920	59.20%
Skin corrosion	-	0.9616	96.16%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.5891	58.91%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	+	0.7050	70.50%
Acute Oral Toxicity (c)	III	0.7137	71.37%
Estrogen receptor binding	-	0.5857	58.57%
Androgen receptor binding	+	0.5801	58.01%
Thyroid receptor binding	-	0.4943	49.43%
Glucocorticoid receptor binding	+	0.6287	62.87%
Aromatase binding	-	0.7020	70.20%
PPAR gamma	+	0.6657	66.57%
Honey bee toxicity	-	0.8261	82.61%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9673	96.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.66%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.72%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.37%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.13%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.27%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.50%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.74%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	83.35%	94.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.60%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.54%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.32%	99.23%

Plants that contains it

• Acourtia runcinata
• Jungia stuebelii

Cross-Links

• PubChem: 162981816
• LOTUS: LTS0107520
• wikiData: Q105028141