Antroquinonol P

Details

• Internal ID: 25d8c520-0680-4000-85da-7ed858872b15
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4R,5R,6R)-5-[(9S)-9,12-dihydroxy-3,7,11-trimethyldodeca-2,6,10-trienyl]-4-hydroxy-2,3-dimethoxy-6-methylcyclohex-2-en-1-one
• SMILES (Canonical): CC1C(C(C(=C(C1=O)OC)OC)O)CC=C(C)CCC=C(C)CC(C=C(C)CO)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C(=C(C1=O)OC)OC)O)CC=C(C)CCC=C(C)C[C@@H](C=C(C)CO)O
• InChI: InChI=1S/C24H38O6/c1-15(8-7-9-16(2)12-19(26)13-17(3)14-25)10-11-20-18(4)21(27)23(29-5)24(30-6)22(20)28/h9-10,13,18-20,22,25-26,28H,7-8,11-12,14H2,1-6H3/t18-,19+,20-,22-/m1/s1
• InChI Key: CDFHJGSGTIXSQV-XAPVIXHLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₈O₆
• Molecular Weight: 422.60 g/mol
• Exact Mass: 422.26683893 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

• (4R,5R,6R)-5-[(9S)-9,12-dihydroxy-3,7,11-trimethyldodeca-2,6,10-trienyl]-4-hydroxy-2,3-dimethoxy-6-methylcyclohex-2-en-1-one
• (4R,5R,6R)-5-((9S)-9,12-dihydroxy-3,7,11-trimethyldodeca-2,6,10-trienyl)-4-hydroxy-2,3-dimethoxy-6-methylcyclohex-2-en-1-one
• RefChem:113264
• CHEBI:208134

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9742	97.42%
Caco-2	-	0.5265	52.65%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8752	87.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8868	88.68%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.5510	55.10%
BSEP inhibitior	+	0.9044	90.44%
P-glycoprotein inhibitior	+	0.5974	59.74%
P-glycoprotein substrate	-	0.5793	57.93%
CYP3A4 substrate	+	0.6117	61.17%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.8668	86.68%
CYP3A4 inhibition	-	0.6586	65.86%
CYP2C9 inhibition	-	0.8731	87.31%
CYP2C19 inhibition	-	0.7870	78.70%
CYP2D6 inhibition	-	0.8446	84.46%
CYP1A2 inhibition	-	0.7309	73.09%
CYP2C8 inhibition	-	0.7783	77.83%
CYP inhibitory promiscuity	-	0.9441	94.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.7533	75.33%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9660	96.60%
Skin irritation	-	0.7423	74.23%
Skin corrosion	-	0.9819	98.19%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7514	75.14%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.8118	81.18%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6021	60.21%
Acute Oral Toxicity (c)	IV	0.4694	46.94%
Estrogen receptor binding	+	0.5824	58.24%
Androgen receptor binding	-	0.4890	48.90%
Thyroid receptor binding	+	0.5559	55.59%
Glucocorticoid receptor binding	+	0.6193	61.93%
Aromatase binding	-	0.5851	58.51%
PPAR gamma	+	0.6095	60.95%
Honey bee toxicity	-	0.7578	75.78%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8809	88.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.10%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.34%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.25%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.80%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.63%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.45%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.05%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.15%	97.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589777
• LOTUS: LTS0108047
• wikiData: Q104954346