Mycosporine-serinol

Details

• Internal ID: aece7380-3b58-49a4-ad30-db007bb7a2cd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 3-(1,3-dihydroxypropan-2-ylamino)-5-hydroxy-5-(hydroxymethyl)-2-methoxycyclohex-2-en-1-one
• InChI: InChI=1S/C11H19NO6/c1-18-10-8(12-7(4-13)5-14)2-11(17,6-15)3-9(10)16/h7,12-15,17H,2-6H2,1H3
• InChI Key: VVTDHOIRNPCGTH-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₉NO₆
• Molecular Weight: 261.27 g/mol
• Exact Mass: 261.12123733 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.13
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• 2-methoxy-3-bis(hydroxymethyl)methylamino-5-hydroxy-5-hydroxy-methyl-2-cyclohexene-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4941	49.41%
Caco-2	-	0.6132	61.32%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6215	62.15%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9386	93.86%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9338	93.38%
BSEP inhibitior	-	0.7770	77.70%
P-glycoprotein inhibitior	-	0.9410	94.10%
P-glycoprotein substrate	-	0.8794	87.94%
CYP3A4 substrate	-	0.5148	51.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8115	81.15%
CYP3A4 inhibition	-	0.9821	98.21%
CYP2C9 inhibition	-	0.8784	87.84%
CYP2C19 inhibition	-	0.8890	88.90%
CYP2D6 inhibition	-	0.9032	90.32%
CYP1A2 inhibition	-	0.8063	80.63%
CYP2C8 inhibition	-	0.9642	96.42%
CYP inhibitory promiscuity	-	0.9358	93.58%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6895	68.95%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.5394	53.94%
Skin irritation	-	0.7786	77.86%
Skin corrosion	-	0.9353	93.53%
Ames mutagenesis	-	0.7623	76.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5194	51.94%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5666	56.66%
skin sensitisation	-	0.8236	82.36%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7185	71.85%
Acute Oral Toxicity (c)	III	0.5717	57.17%
Estrogen receptor binding	-	0.8185	81.85%
Androgen receptor binding	-	0.7110	71.10%
Thyroid receptor binding	+	0.6406	64.06%
Glucocorticoid receptor binding	+	0.6156	61.56%
Aromatase binding	-	0.7745	77.45%
PPAR gamma	-	0.5682	56.82%
Honey bee toxicity	-	0.8848	88.48%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.8338	83.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.96%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.12%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.80%	95.56%
CHEMBL299	P17252	Protein kinase C alpha	89.21%	98.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.98%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.14%	94.45%
CHEMBL4208	P20618	Proteasome component C5	81.88%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 4485537
• LOTUS: LTS0035096
• wikiData: Q105297860