Antroquinonol R

Details

• Internal ID: b253d9fb-fad6-45d4-ac1d-0109a103a8c8
• 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]-3,6-dihydroxy-2-methoxy-4-methylcyclohex-2-en-1-one
• SMILES (Canonical): CC1C(C(C(=O)C(=C1O)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(=O)C(=C1O)OC)O)CC=C(C)CCC=C(C)C[C@@H](C=C(C)CO)O
• InChI: InChI=1S/C23H36O6/c1-14(7-6-8-15(2)11-18(25)12-16(3)13-24)9-10-19-17(4)20(26)23(29-5)22(28)21(19)27/h8-9,12,17-19,21,24-27H,6-7,10-11,13H2,1-5H3/t17-,18+,19-,21-/m1/s1
• InChI Key: YGOVUEFRDLADKX-RCLSDMTESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₆O₆
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.25118886 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.35
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9742	97.42%
Caco-2	-	0.5712	57.12%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8752	87.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8789	87.89%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	+	0.5510	55.10%
BSEP inhibitior	+	0.7662	76.62%
P-glycoprotein inhibitior	-	0.6075	60.75%
P-glycoprotein substrate	-	0.5531	55.31%
CYP3A4 substrate	+	0.6188	61.88%
CYP2C9 substrate	-	0.6166	61.66%
CYP2D6 substrate	-	0.8718	87.18%
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	-	0.7392	73.92%
CYP inhibitory promiscuity	-	0.9441	94.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.7533	75.33%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9638	96.38%
Skin irritation	-	0.7423	74.23%
Skin corrosion	-	0.9819	98.19%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7742	77.42%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.8118	81.18%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4757	47.57%
Acute Oral Toxicity (c)	IV	0.4694	46.94%
Estrogen receptor binding	+	0.6089	60.89%
Androgen receptor binding	-	0.5394	53.94%
Thyroid receptor binding	+	0.5610	56.10%
Glucocorticoid receptor binding	+	0.6457	64.57%
Aromatase binding	-	0.5937	59.37%
PPAR gamma	+	0.6229	62.29%
Honey bee toxicity	-	0.6864	68.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
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	98.20%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.46%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.63%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.72%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.73%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.30%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.65%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.40%	95.89%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.57%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	80.30%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589779
• LOTUS: LTS0156718
• wikiData: Q105348190