3,5-Dihydroxy-4,6,6-tris(3-methylbut-2-enyl)-2-(4-methylpentanoyl)cyclohexa-2,4-dien-1-one

Details

• Internal ID: fc5e1e54-db54-4ca0-8a2c-98043fbb5fd2
• Taxonomy: Organic acids and derivatives > Vinylogous acids
• IUPAC Name: 3,5-dihydroxy-4,6,6-tris(3-methylbut-2-enyl)-2-(4-methylpentanoyl)cyclohexa-2,4-dien-1-one
• SMILES (Canonical): CC(C)CCC(=O)C1=C(C(=C(C(C1=O)(CC=C(C)C)CC=C(C)C)O)CC=C(C)C)O
• SMILES (Isomeric): CC(C)CCC(=O)C1=C(C(=C(C(C1=O)(CC=C(C)C)CC=C(C)C)O)CC=C(C)C)O
• InChI: InChI=1S/C27H40O4/c1-17(2)9-11-21-24(29)23(22(28)12-10-18(3)4)26(31)27(25(21)30,15-13-19(5)6)16-14-20(7)8/h9,13-14,18,29-30H,10-12,15-16H2,1-8H3
• InChI Key: MTFYJZKXBWRLJA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₀O₄
• Molecular Weight: 428.60 g/mol
• Exact Mass: 428.29265975 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 7.25
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9636	96.36%
Caco-2	+	0.6394	63.94%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8370	83.70%
OATP2B1 inhibitior	-	0.7145	71.45%
OATP1B1 inhibitior	+	0.8359	83.59%
OATP1B3 inhibitior	+	0.8869	88.69%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7765	77.65%
P-glycoprotein inhibitior	-	0.5937	59.37%
P-glycoprotein substrate	-	0.6442	64.42%
CYP3A4 substrate	+	0.5363	53.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8758	87.58%
CYP3A4 inhibition	-	0.7600	76.00%
CYP2C9 inhibition	-	0.7778	77.78%
CYP2C19 inhibition	-	0.8070	80.70%
CYP2D6 inhibition	-	0.8945	89.45%
CYP1A2 inhibition	-	0.8900	89.00%
CYP2C8 inhibition	-	0.9358	93.58%
CYP inhibitory promiscuity	-	0.8554	85.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8850	88.50%
Carcinogenicity (trinary)	Non-required	0.6759	67.59%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.6135	61.35%
Skin irritation	-	0.5572	55.72%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5542	55.42%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6554	65.54%
skin sensitisation	+	0.5058	50.58%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.7174	71.74%
Acute Oral Toxicity (c)	II	0.5236	52.36%
Estrogen receptor binding	+	0.6760	67.60%
Androgen receptor binding	-	0.4864	48.64%
Thyroid receptor binding	+	0.5554	55.54%
Glucocorticoid receptor binding	+	0.6477	64.77%
Aromatase binding	+	0.6270	62.70%
PPAR gamma	+	0.8911	89.11%
Honey bee toxicity	-	0.8508	85.08%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9747	97.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.26%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.89%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.31%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.62%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.10%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.91%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.33%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.17%	90.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.64%	89.34%
CHEMBL340	P08684	Cytochrome P450 3A4	80.25%	91.19%

Plants that contains it

• Humulus lupulus

Cross-Links

• PubChem: 101705387
• LOTUS: LTS0189698
• wikiData: Q104250643