Spirostaphylotrichin V

Details

• Internal ID: 4d2d5bf4-0077-461a-a315-83a91604aaf8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (3R,4R,5S,6Z,10S)-4,10-dihydroxy-2,3-dimethoxy-3-methyl-6-propylidene-2-azaspiro[4.5]dec-7-ene-1,9-dione
• SMILES (Canonical): CCC=C1C=CC(=O)C(C12C(C(N(C2=O)OC)(C)OC)O)O
• SMILES (Isomeric): CC/C=C\1/C=CC(=O)[C@H]([C@@]12[C@H]([C@@](N(C2=O)OC)(C)OC)O)O
• InChI: InChI=1S/C15H21NO6/c1-5-6-9-7-8-10(17)11(18)15(9)12(19)14(2,21-3)16(22-4)13(15)20/h6-8,11-12,18-19H,5H2,1-4H3/b9-6-/t11-,12+,14-,15-/m1/s1
• InChI Key: WLTPKEUARATQBE-WJTYUHCZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁NO₆
• Molecular Weight: 311.33 g/mol
• Exact Mass: 311.13688739 g/mol
• Topological Polar Surface Area (TPSA): 96.30 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.06
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8971	89.71%
Caco-2	+	0.5632	56.32%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Plasma membrane	0.4859	48.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8707	87.07%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6585	65.85%
P-glycoprotein inhibitior	-	0.8064	80.64%
P-glycoprotein substrate	-	0.7616	76.16%
CYP3A4 substrate	+	0.5793	57.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8664	86.64%
CYP3A4 inhibition	-	0.9237	92.37%
CYP2C9 inhibition	-	0.7686	76.86%
CYP2C19 inhibition	-	0.7785	77.85%
CYP2D6 inhibition	-	0.8674	86.74%
CYP1A2 inhibition	-	0.7653	76.53%
CYP2C8 inhibition	-	0.5677	56.77%
CYP inhibitory promiscuity	-	0.8001	80.01%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.4876	48.76%
Eye corrosion	-	0.9775	97.75%
Eye irritation	-	0.9609	96.09%
Skin irritation	-	0.7625	76.25%
Skin corrosion	-	0.9259	92.59%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8226	82.26%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5801	58.01%
skin sensitisation	-	0.8395	83.95%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4730	47.30%
Acute Oral Toxicity (c)	III	0.5207	52.07%
Estrogen receptor binding	+	0.6605	66.05%
Androgen receptor binding	+	0.6170	61.70%
Thyroid receptor binding	+	0.5954	59.54%
Glucocorticoid receptor binding	-	0.4878	48.78%
Aromatase binding	-	0.5432	54.32%
PPAR gamma	-	0.4921	49.21%
Honey bee toxicity	-	0.7987	79.87%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.4128	41.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.91%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.49%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.75%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.30%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.89%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.64%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.45%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.38%	91.11%
CHEMBL4208	P20618	Proteasome component C5	82.45%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.01%	97.25%

Plants that contains it

• Sorbus pallescens

Cross-Links

• PubChem: 10403179
• LOTUS: LTS0126916
• wikiData: Q105308206