2,3-dimethyl-5-[(3S,7S,11S)-3,7,11,15-tetramethylhexadecyl]cyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: 624e1b06-9a84-45c5-8340-19fb8183ccb8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2,3-dimethyl-5-[(3S,7S,11S)-3,7,11,15-tetramethylhexadecyl]cyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CC1=C(C(=O)C(=CC1=O)CCC(C)CCCC(C)CCCC(C)CCCC(C)C)C
• SMILES (Isomeric): CC1=C(C(=O)C(=CC1=O)CC[C@@H](C)CCC[C@@H](C)CCC[C@@H](C)CCCC(C)C)C
• InChI: InChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-16-23(5)17-18-26-19-27(29)24(6)25(7)28(26)30/h19-23H,8-18H2,1-7H3/t21-,22-,23-/m0/s1
• InChI Key: UOKPAMDGYUZMNC-VABKMULXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₈O₂
• Molecular Weight: 416.70 g/mol
• Exact Mass: 416.365430770 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 10.80
• Atomic LogP (AlogP): 8.26
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.6229	62.29%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7497	74.97%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9510	95.10%
OATP1B3 inhibitior	+	0.8997	89.97%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8789	87.89%
P-glycoprotein inhibitior	-	0.4731	47.31%
P-glycoprotein substrate	-	0.7403	74.03%
CYP3A4 substrate	-	0.5075	50.75%
CYP2C9 substrate	-	0.7627	76.27%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	-	0.9101	91.01%
CYP2C9 inhibition	-	0.6945	69.45%
CYP2C19 inhibition	-	0.6987	69.87%
CYP2D6 inhibition	-	0.8932	89.32%
CYP1A2 inhibition	-	0.5676	56.76%
CYP2C8 inhibition	-	0.9694	96.94%
CYP inhibitory promiscuity	-	0.7179	71.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6061	60.61%
Eye corrosion	-	0.8994	89.94%
Eye irritation	-	0.8656	86.56%
Skin irritation	+	0.5993	59.93%
Skin corrosion	-	0.9621	96.21%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8303	83.03%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.8567	85.67%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	-	0.6053	60.53%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.6406	64.06%
Acute Oral Toxicity (c)	III	0.5759	57.59%
Estrogen receptor binding	+	0.5621	56.21%
Androgen receptor binding	+	0.5509	55.09%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5525	55.25%
Aromatase binding	-	0.5398	53.98%
PPAR gamma	+	0.5209	52.09%
Honey bee toxicity	-	0.9443	94.43%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9929	99.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.10%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	95.31%	89.63%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.06%	90.71%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	91.74%	85.94%
CHEMBL1907	P15144	Aminopeptidase N	91.60%	93.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.22%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.17%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.27%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.08%	97.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 97043863
• LOTUS: LTS0049063
• wikiData: Q105276422