2-[3,7-dimethyl-8-[4-(4-methylpent-3-enyl)-5-oxo-2H-furan-2-yl]octa-2,6-dienyl]-6-methylcyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: fce085ab-9035-4168-ab1a-c7fdf77fe94a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 2-[3,7-dimethyl-8-[4-(4-methylpent-3-enyl)-5-oxo-2H-furan-2-yl]octa-2,6-dienyl]-6-methylcyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CC1=CC(=O)C=C(C1=O)CC=C(C)CCC=C(C)CC2C=C(C(=O)O2)CCC=C(C)C
• SMILES (Isomeric): CC1=CC(=O)C=C(C1=O)CC=C(C)CCC=C(C)CC2C=C(C(=O)O2)CCC=C(C)C
• InChI: InChI=1S/C27H34O4/c1-18(2)8-6-11-23-17-25(31-27(23)30)14-20(4)10-7-9-19(3)12-13-22-16-24(28)15-21(5)26(22)29/h8,10,12,15-17,25H,6-7,9,11,13-14H2,1-5H3
• InChI Key: PRJQMQHHBMRRQA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₄
• Molecular Weight: 422.60 g/mol
• Exact Mass: 422.24570956 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.06
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.5455	54.55%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8085	80.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8531	85.31%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9670	96.70%
P-glycoprotein inhibitior	+	0.8890	88.90%
P-glycoprotein substrate	-	0.6472	64.72%
CYP3A4 substrate	+	0.6155	61.55%
CYP2C9 substrate	-	0.5975	59.75%
CYP2D6 substrate	-	0.9053	90.53%
CYP3A4 inhibition	-	0.7218	72.18%
CYP2C9 inhibition	-	0.8635	86.35%
CYP2C19 inhibition	-	0.7491	74.91%
CYP2D6 inhibition	-	0.9049	90.49%
CYP1A2 inhibition	-	0.6907	69.07%
CYP2C8 inhibition	-	0.6842	68.42%
CYP inhibitory promiscuity	-	0.8030	80.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.6924	69.24%
Eye corrosion	-	0.9719	97.19%
Eye irritation	-	0.9222	92.22%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8784	87.84%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.6836	68.36%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.5740	57.40%
Acute Oral Toxicity (c)	III	0.6625	66.25%
Estrogen receptor binding	+	0.5570	55.70%
Androgen receptor binding	+	0.5881	58.81%
Thyroid receptor binding	-	0.5486	54.86%
Glucocorticoid receptor binding	+	0.7963	79.63%
Aromatase binding	-	0.5931	59.31%
PPAR gamma	+	0.6126	61.26%
Honey bee toxicity	-	0.7660	76.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9947	99.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	95.10%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.35%	95.56%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.00%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.98%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.86%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.45%	98.95%
CHEMBL2039	P27338	Monoamine oxidase B	82.37%	92.51%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.40%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74051840
• LOTUS: LTS0160153
• wikiData: Q105213756