3,4,6-Trihydroxy-2-methylidene-6-(4-methyl-5-oxocyclohex-3-en-1-yl)heptanoic acid

Details

• Internal ID: 63ab3e8d-bd48-4be7-9d01-2dfcc2786d2d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3,4,6-trihydroxy-2-methylidene-6-(4-methyl-5-oxocyclohex-3-en-1-yl)heptanoic acid
• SMILES (Canonical): CC1=CCC(CC1=O)C(C)(CC(C(C(=C)C(=O)O)O)O)O
• SMILES (Isomeric): CC1=CCC(CC1=O)C(C)(CC(C(C(=C)C(=O)O)O)O)O
• InChI: InChI=1S/C15H22O6/c1-8-4-5-10(6-11(8)16)15(3,21)7-12(17)13(18)9(2)14(19)20/h4,10,12-13,17-18,21H,2,5-7H2,1,3H3,(H,19,20)
• InChI Key: XFEPOPDXVCDJNH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₆
• Molecular Weight: 298.33 g/mol
• Exact Mass: 298.14163842 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.42
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9164	91.64%
Caco-2	-	0.7460	74.60%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8127	81.27%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9001	90.01%
OATP1B3 inhibitior	+	0.9375	93.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	-	0.9411	94.11%
P-glycoprotein inhibitior	-	0.9138	91.38%
P-glycoprotein substrate	-	0.7629	76.29%
CYP3A4 substrate	+	0.5190	51.90%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.9027	90.27%
CYP3A4 inhibition	-	0.8907	89.07%
CYP2C9 inhibition	-	0.8909	89.09%
CYP2C19 inhibition	-	0.8690	86.90%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	-	0.9425	94.25%
CYP2C8 inhibition	-	0.8701	87.01%
CYP inhibitory promiscuity	-	0.9890	98.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.7071	70.71%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.8243	82.43%
Skin irritation	-	0.5886	58.86%
Skin corrosion	-	0.9333	93.33%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6523	65.23%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6209	62.09%
skin sensitisation	-	0.5857	58.57%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7290	72.90%
Acute Oral Toxicity (c)	III	0.4925	49.25%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.6458	64.58%
Thyroid receptor binding	-	0.5904	59.04%
Glucocorticoid receptor binding	+	0.6801	68.01%
Aromatase binding	-	0.5405	54.05%
PPAR gamma	-	0.5482	54.82%
Honey bee toxicity	-	0.9088	90.88%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9948	99.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.84%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.55%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.49%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.93%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.68%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.82%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	81.61%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.08%	90.71%

Plants that contains it

• Aspilia floribunda

Cross-Links

• PubChem: 163025861
• LOTUS: LTS0032524
• wikiData: Q105326977