Coenzyme Q9

Details

• Internal ID: 3a47f0e4-2bb3-4662-84e4-b82ff13f6d3c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylquinones > Ubiquinones
• IUPAC Name: 2,3-dimethoxy-5-methyl-6-[(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaenyl]cyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CC1=C(C(=O)C(=C(C1=O)OC)OC)CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C
• SMILES (Isomeric): CC1=C(C(=O)C(=C(C1=O)OC)OC)C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C
• InChI: InChI=1S/C54H82O4/c1-40(2)22-14-23-41(3)24-15-25-42(4)26-16-27-43(5)28-17-29-44(6)30-18-31-45(7)32-19-33-46(8)34-20-35-47(9)36-21-37-48(10)38-39-50-49(11)51(55)53(57-12)54(58-13)52(50)56/h22,24,26,28,30,32,34,36,38H,14-21,23,25,27,29,31,33,35,37,39H2,1-13H3/b41-24+,42-26+,43-28+,44-30+,45-32+,46-34+,47-36+,48-38+
• InChI Key: UUGXJSBPSRROMU-WJNLUYJISA-N
• Popularity: 526 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₂O₄
• Molecular Weight: 795.20 g/mol
• Exact Mass: 794.62131109 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 17.60
• Atomic LogP (AlogP): 16.13
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 28

Synonyms

• 303-97-9
• Ubiquinone 9
• Ubiquinone-9
• Ubiquinone 45
• CoQ9
• Ubiquinone-45
• MGW7TYF2DQ
• CHEBI:18160
• DTXSID601317880
• NSC-226993
• 2,3-dimethoxy-5-methyl-6-[(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaenyl]cyclohexa-2,5-diene-1,4-dione
• 2,5-cyclohexadiene-1,4-dione, 2,3-dimethoxy-5-methyl-6-((2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaen-1-yl)-
• ubiquinone Q-9
• 2,3-Dimethoxy-5-methyl-6-((2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl)cyclohexa-2,5-diene-1,4-dione
• 2,3-dimethoxy-5-methyl-6-((2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaenyl)cyclohexa-2,5-diene-1,4-dione
• 2,3-dimethoxy-5-methyl-6-[(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl]cyclohexa-2,5-diene-1,4-dione
• RefChem:127404
• DTXCID60909085
• Ubiquinone Q9
• Coenzyme Q(sub 9)
• Ubiquinone Q(sub 9)
• CoQ(sub 9)
• MFCD00056635
• Coenzyme Q(9)
• C54H82O4
• COENZYMEQ9
• UNII-MGW7TYF2DQ
• NSC 226993
• BRN 1900081
• Ubiquinone Q9;CoQ9;Ubiquinone 9
• Ubiquinone9
• coenzyme-Q9
• ubiquinone(9)
• UUGXJSBPSRROMU-WJNLUYJISA-N
• Coenzyme Q9?
• Coenzyme Q9 (Standard)
• UBIQUINONE Q9 (STN)
• 4-08-00-03313 (Beilstein Handbook Reference)
• orb1301680
• CHEMBL2252965
• SCHEMBL27472926
• EX-A14857
• LMPR02010004
• MSK158298
• NSC226993
• AKOS027307694
• Coenzyme Q9, >=96.0% (HPLC)
• CS-6359
• FC20538
• HY-101415R
• Ubidecarenone Impurity 1(Coenzyme Q9)
• 2,5-Cyclohexadiene-1,4-dione, 2,3-dimethoxy-5-methyl-6-(3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl)-, (all-E)-
• AS-77794
• p-Benzoquinone, 2,3-dimethoxy-5-methyl-6-(3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl)-
• p-Benzoquinone, 2,3-dimethoxy-5-methyl-6-(3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl)- (VAN)
• Q-9
• SY074807
• HY-101415
• UBIDECARENONE IMPURITY D [EP IMPURITY]
• C01967
• F787628
• 2-methyl-3-nonaprenyl-5,6-dimethoxy-1,4-benzoquinone
• Q27102857
• Ubidecarenone impurity D, European Pharmacopoeia (EP) Reference Standard
• (all-E)-2,3-Dimethoxy-5-methyl-6-(3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl)-2,5-cyclohexad iene-1,4-dione
• (all-E)-2,3-dimethoxy-5-methyl-6-(3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl)-2,5-cyclohexadiene-1,4-dione
• 2,3-dimethoxy-5-methyl-6-[(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl]-1,4-benzoquinone
• 2,3-dimethoxy-5-methyl-6-[(2E,6E,10E,14E,18E,22E,26E,30E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaenyl]-1,4-benzoquinone
• 2,4-dione, 2,3-dimethoxy-5-methyl-6-(3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl)-, (all-E)-
• p-Benzoquinone,3-dimethoxy-5-methyl-6-(3,7,11,15,19,23,27,31,35-nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	-	0.8205	82.05%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8577	85.77%
OATP2B1 inhibitior	-	0.7130	71.30%
OATP1B1 inhibitior	+	0.9305	93.05%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9910	99.10%
P-glycoprotein inhibitior	+	0.7986	79.86%
P-glycoprotein substrate	-	0.9171	91.71%
CYP3A4 substrate	-	0.5066	50.66%
CYP2C9 substrate	-	0.7821	78.21%
CYP2D6 substrate	-	0.8429	84.29%
CYP3A4 inhibition	-	0.8308	83.08%
CYP2C9 inhibition	-	0.8028	80.28%
CYP2C19 inhibition	-	0.6101	61.01%
CYP2D6 inhibition	-	0.8778	87.78%
CYP1A2 inhibition	-	0.7625	76.25%
CYP2C8 inhibition	-	0.9354	93.54%
CYP inhibitory promiscuity	-	0.8407	84.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7714	77.14%
Carcinogenicity (trinary)	Non-required	0.6448	64.48%
Eye corrosion	-	0.9658	96.58%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.6930	69.30%
Skin corrosion	-	0.9842	98.42%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8159	81.59%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5421	54.21%
skin sensitisation	-	0.6973	69.73%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5830	58.30%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.5803	58.03%
Acute Oral Toxicity (c)	III	0.7807	78.07%
Estrogen receptor binding	+	0.7932	79.32%
Androgen receptor binding	+	0.5539	55.39%
Thyroid receptor binding	-	0.8019	80.19%
Glucocorticoid receptor binding	+	0.7062	70.62%
Aromatase binding	-	0.8149	81.49%
PPAR gamma	+	0.6450	64.50%
Honey bee toxicity	-	0.8514	85.14%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9922	99.22%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293235	P02545	Prelamin-A/C	11.2 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.04%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.14%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.99%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.64%	92.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.54%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.00%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.56%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.21%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.66%	99.23%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.32%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.34%	96.95%

Plants that contains it

• Dioscorea alata
• Hevea brasiliensis
• Rhodiola rosea

Cross-Links

• PubChem: 5280473
• NPASS: NPC224103
• LOTUS: LTS0152579
• wikiData: Q27102857