Schizonepetoside E

Details

• Internal ID: f4640eb4-abd6-4d43-b3d8-0e0c8d538096
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-[2-hydroxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-5-methylcyclohexan-1-one
• SMILES (Canonical): CC1CCC(C(=O)C1)C(C)(COC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): CC1CCC(C(=O)C1)C(C)(COC2C(C(C(C(O2)CO)O)O)O)O
• InChI: InChI=1S/C16H28O8/c1-8-3-4-9(10(18)5-8)16(2,22)7-23-15-14(21)13(20)12(19)11(6-17)24-15/h8-9,11-15,17,19-22H,3-7H2,1-2H3
• InChI Key: IRZZAYRPVZPEKL-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₈
• Molecular Weight: 348.39 g/mol
• Exact Mass: 348.17841785 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.44
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• RefChem:181847
• GlyTouCan:G49721VS
• G49721VS
• 2-(2-hydroxy-1-(3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxypropan-2-yl)-5-methylcyclohexan-1-one
• CHEBI:81236
• C17638
• Q27155177

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7003	70.03%
Caco-2	-	0.7679	76.79%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8613	86.13%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8927	89.27%
OATP1B3 inhibitior	+	0.8928	89.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8727	87.27%
P-glycoprotein inhibitior	-	0.9058	90.58%
P-glycoprotein substrate	-	0.8981	89.81%
CYP3A4 substrate	+	0.5725	57.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8746	87.46%
CYP3A4 inhibition	-	0.8925	89.25%
CYP2C9 inhibition	-	0.8666	86.66%
CYP2C19 inhibition	-	0.8982	89.82%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.9106	91.06%
CYP2C8 inhibition	-	0.8294	82.94%
CYP inhibitory promiscuity	-	0.9772	97.72%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7401	74.01%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9706	97.06%
Skin irritation	-	0.7625	76.25%
Skin corrosion	-	0.9661	96.61%
Ames mutagenesis	-	0.5370	53.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5737	57.37%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5404	54.04%
skin sensitisation	-	0.9229	92.29%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.7453	74.53%
Acute Oral Toxicity (c)	III	0.5086	50.86%
Estrogen receptor binding	-	0.5894	58.94%
Androgen receptor binding	+	0.5317	53.17%
Thyroid receptor binding	-	0.5082	50.82%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.4836	48.36%
PPAR gamma	-	0.6337	63.37%
Honey bee toxicity	-	0.8638	86.38%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7697	76.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.92%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.21%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.22%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.34%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.97%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.15%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	86.90%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.32%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	83.59%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.38%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.23%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.07%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.04%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.32%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.19%	86.33%

Plants that contains it

• Nepeta tenuifolia

Cross-Links

• PubChem: 46173963
• NPASS: NPC145264
• LOTUS: LTS0198713
• wikiData: Q27155177