Antroquinonol O

Details

• Internal ID: 02e9993d-eefa-4821-bb3a-9bd4b96da82f
• 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-methoxy-6-methylcyclohex-2-en-1-one
• InChI: InChI=1S/C23H36O5/c1-15(7-6-8-16(2)11-19(25)12-17(3)14-24)9-10-20-18(4)23(27)22(28-5)13-21(20)26/h8-9,12-13,18-21,24-26H,6-7,10-11,14H2,1-5H3/t18-,19+,20-,21+/m1/s1
• InChI Key: BISKIPFYEROROF-MHTWAQMVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₆O₅
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.25627424 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.47
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

• (4R,5R,6R)-5-[(9S)-9,12-dihydroxy-3,7,11-trimethyldodeca-2,6,10-trienyl]-4-hydroxy-2-methoxy-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-methoxy-6-methylcyclohex-2-en-1-one
• RefChem:113263
• CHEBI:208128

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9742	97.42%
Caco-2	+	0.5173	51.73%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8752	87.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8819	88.19%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.5510	55.10%
BSEP inhibitior	+	0.7579	75.79%
P-glycoprotein inhibitior	-	0.4697	46.97%
P-glycoprotein substrate	-	0.6137	61.37%
CYP3A4 substrate	+	0.6115	61.15%
CYP2C9 substrate	-	0.7957	79.57%
CYP2D6 substrate	-	0.8669	86.69%
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	-	0.7458	74.58%
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	-	0.9750	97.50%
Skin irritation	-	0.7423	74.23%
Skin corrosion	-	0.9819	98.19%
Ames mutagenesis	+	0.5146	51.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8344	83.44%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5573	55.73%
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	+	0.5914	59.14%
Acute Oral Toxicity (c)	IV	0.4694	46.94%
Estrogen receptor binding	+	0.5462	54.62%
Androgen receptor binding	-	0.5640	56.40%
Thyroid receptor binding	+	0.5394	53.94%
Glucocorticoid receptor binding	+	0.5534	55.34%
Aromatase binding	-	0.6938	69.38%
PPAR gamma	+	0.5634	56.34%
Honey bee toxicity	-	0.6975	69.75%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
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	97.23%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.98%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.15%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.25%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.52%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.05%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.61%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.46%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.67%	92.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589776
• LOTUS: LTS0209383
• wikiData: Q104936739