Nigrolineaquinone A

Details

• Internal ID: d0b3ad26-7fba-4933-897d-10d46e08aa93
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 4-hydroxy-5-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]cyclohexa-3,5-diene-1,2-dione
• SMILES (Canonical): CC1=CC(=O)C(=O)C(=C1O)CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C
• SMILES (Isomeric): CC1=CC(=O)C(=O)C(=C1O)C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C
• InChI: InChI=1S/C27H38O3/c1-19(2)10-7-11-20(3)12-8-13-21(4)14-9-15-22(5)16-17-24-26(29)23(6)18-25(28)27(24)30/h10,12,14,16,18,29H,7-9,11,13,15,17H2,1-6H3/b20-12+,21-14+,22-16+
• InChI Key: FVQBZDGLZWKDHW-VOLDSXALSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₈O₃
• Molecular Weight: 410.60 g/mol
• Exact Mass: 410.28209507 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 7.43
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

• 4-hydroxy-5-methyl-3-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl]cyclohexa-3,5-diene-1,2-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	-	0.5163	51.63%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8710	87.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9022	90.22%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8959	89.59%
P-glycoprotein inhibitior	+	0.7534	75.34%
P-glycoprotein substrate	-	0.8918	89.18%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7931	79.31%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.7866	78.66%
CYP2C9 inhibition	-	0.7240	72.40%
CYP2C19 inhibition	-	0.7913	79.13%
CYP2D6 inhibition	-	0.8159	81.59%
CYP1A2 inhibition	-	0.7615	76.15%
CYP2C8 inhibition	-	0.9300	93.00%
CYP inhibitory promiscuity	-	0.9068	90.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8250	82.50%
Carcinogenicity (trinary)	Non-required	0.6269	62.69%
Eye corrosion	-	0.9602	96.02%
Eye irritation	-	0.9047	90.47%
Skin irritation	-	0.5333	53.33%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6828	68.28%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.5915	59.15%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.6194	61.94%
Acute Oral Toxicity (c)	III	0.7009	70.09%
Estrogen receptor binding	+	0.6524	65.24%
Androgen receptor binding	+	0.6500	65.00%
Thyroid receptor binding	+	0.5770	57.70%
Glucocorticoid receptor binding	+	0.6832	68.32%
Aromatase binding	+	0.6235	62.35%
PPAR gamma	+	0.7430	74.30%
Honey bee toxicity	-	0.8730	87.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9935	99.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.23%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.18%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	92.46%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.84%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.26%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.49%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.26%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.26%	90.71%

Plants that contains it

• Garcinia nigrolineata

Cross-Links

• PubChem: 11373241
• LOTUS: LTS0176342
• wikiData: Q105002696