6-Methyl-2-[11-formyl-3,7,15-trimethyl-2,6,10,14-hexadecatetraene-1-yl]-2,5-cyclohexadiene-1,4-dione

Details

• Internal ID: 805d28d2-6f12-4188-8b70-8f54a33f958d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2Z,6E,10E)-6,10-dimethyl-12-(5-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)-2-(4-methylpent-3-enyl)dodeca-2,6,10-trienal
• SMILES (Canonical): CC1=CC(=O)C=C(C1=O)CC=C(C)CCC=C(C)CCC=C(CCC=C(C)C)C=O
• SMILES (Isomeric): CC1=CC(=O)C=C(C1=O)C/C=C(\C)/CC/C=C(\C)/CC/C=C(/CCC=C(C)C)\C=O
• InChI: InChI=1S/C27H36O3/c1-20(2)9-6-13-24(19-28)14-8-12-21(3)10-7-11-22(4)15-16-25-18-26(29)17-23(5)27(25)30/h9-10,14-15,17-19H,6-8,11-13,16H2,1-5H3/b21-10+,22-15+,24-14-
• InChI Key: LBHIBZMBLXNKLE-TZDKVAQASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₃
• Molecular Weight: 408.60 g/mol
• Exact Mass: 408.26644501 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.73
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 12

Synonyms

• 6-Methyl-2-[11-formyl-3,7,15-trimethyl-2,6,10,14-hexadecatetraene-1-yl]-2,5-cyclohexadiene-1,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.6265	62.65%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8132	81.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.9283	92.83%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9630	96.30%
P-glycoprotein inhibitior	+	0.8805	88.05%
P-glycoprotein substrate	-	0.8222	82.22%
CYP3A4 substrate	+	0.5223	52.23%
CYP2C9 substrate	-	0.7759	77.59%
CYP2D6 substrate	-	0.8613	86.13%
CYP3A4 inhibition	-	0.8882	88.82%
CYP2C9 inhibition	-	0.6253	62.53%
CYP2C19 inhibition	-	0.7196	71.96%
CYP2D6 inhibition	-	0.8696	86.96%
CYP1A2 inhibition	-	0.6319	63.19%
CYP2C8 inhibition	-	0.8689	86.89%
CYP inhibitory promiscuity	-	0.7565	75.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7923	79.23%
Carcinogenicity (trinary)	Non-required	0.6100	61.00%
Eye corrosion	-	0.9361	93.61%
Eye irritation	-	0.8891	88.91%
Skin irritation	+	0.5318	53.18%
Skin corrosion	-	0.9636	96.36%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8620	86.20%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	+	0.7843	78.43%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5830	58.30%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.5106	51.06%
Acute Oral Toxicity (c)	III	0.5564	55.64%
Estrogen receptor binding	+	0.5592	55.92%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5267	52.67%
Glucocorticoid receptor binding	+	0.6948	69.48%
Aromatase binding	+	0.5206	52.06%
PPAR gamma	+	0.6936	69.36%
Honey bee toxicity	-	0.8744	87.44%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9955	99.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.44%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	93.56%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.49%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.11%	96.90%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.97%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.62%	94.45%

Plants that contains it

• Lycopus lucidus

Cross-Links

• PubChem: 25225126
• NPASS: NPC45297