Amaurosubresin

Details

• Internal ID: 1019dc63-6a7c-46f5-bf90-2aebda70c11e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl (2Z,5E)-2-[2-(2,5-dihydroxyphenyl)-2-oxoethylidene]-11-hydroxy-10-(hydroxymethyl)-6-methylundeca-5,9-dienoate
• SMILES (Canonical): CC(=CCCC(=CC(=O)C1=C(C=CC(=C1)O)O)C(=O)OC)CCC=C(CO)CO
• SMILES (Isomeric): C/C(=C\CC/C(=C/C(=O)C1=C(C=CC(=C1)O)O)/C(=O)OC)/CCC=C(CO)CO
• InChI: InChI=1S/C22H28O7/c1-15(5-3-7-16(13-23)14-24)6-4-8-17(22(28)29-2)11-21(27)19-12-18(25)9-10-20(19)26/h6-7,9-12,23-26H,3-5,8,13-14H2,1-2H3/b15-6+,17-11-
• InChI Key: HKMCVSPIUAVYSA-KNVHSINESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₇
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.18350323 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 11

Synonyms

• CHEMBL4457689

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9382	93.82%
Caco-2	-	0.7537	75.37%
Blood Brain Barrier	-	0.7089	70.89%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8949	89.49%
OATP2B1 inhibitior	-	0.5744	57.44%
OATP1B1 inhibitior	+	0.8917	89.17%
OATP1B3 inhibitior	+	0.9118	91.18%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7588	75.88%
BSEP inhibitior	+	0.8514	85.14%
P-glycoprotein inhibitior	-	0.4771	47.71%
P-glycoprotein substrate	-	0.6079	60.79%
CYP3A4 substrate	+	0.5568	55.68%
CYP2C9 substrate	-	0.5884	58.84%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.6182	61.82%
CYP2C9 inhibition	-	0.6943	69.43%
CYP2C19 inhibition	-	0.5869	58.69%
CYP2D6 inhibition	-	0.8054	80.54%
CYP1A2 inhibition	+	0.6939	69.39%
CYP2C8 inhibition	+	0.4787	47.87%
CYP inhibitory promiscuity	-	0.7906	79.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8150	81.50%
Carcinogenicity (trinary)	Non-required	0.7556	75.56%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8515	85.15%
Skin irritation	-	0.8266	82.66%
Skin corrosion	-	0.9693	96.93%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6995	69.95%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.7364	73.64%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.4629	46.29%
Acute Oral Toxicity (c)	III	0.5020	50.20%
Estrogen receptor binding	+	0.8652	86.52%
Androgen receptor binding	+	0.6541	65.41%
Thyroid receptor binding	+	0.6077	60.77%
Glucocorticoid receptor binding	+	0.7020	70.20%
Aromatase binding	-	0.5264	52.64%
PPAR gamma	+	0.7604	76.04%
Honey bee toxicity	-	0.8138	81.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9967	99.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.24%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.00%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.72%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	91.46%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.99%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.01%	95.56%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.32%	92.08%
CHEMBL2535	P11166	Glucose transporter	83.18%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.95%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.44%	91.07%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.36%	93.10%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.64%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591307
• LOTUS: LTS0266203
• wikiData: Q105029760