Curvupallide A

Details

• Internal ID: 86cad5e7-dbe4-49e1-bcea-535682ae6577
• Taxonomy: Organoheterocyclic compounds > Pyrrolines
• IUPAC Name: (2S,3S,4S)-3,4-dihydroxy-6-methoxy-7-methylidene-2-[(1E,3E)-penta-1,3-dienyl]-3,4-dihydro-2H-pyrano[2,3-c]pyrrol-5-one
• SMILES (Canonical): CC=CC=CC1C(C(C2=C(O1)C(=C)N(C2=O)OC)O)O
• SMILES (Isomeric): C/C=C/C=C/[C@H]1[C@H]([C@H](C2=C(O1)C(=C)N(C2=O)OC)O)O
• InChI: InChI=1S/C14H17NO5/c1-4-5-6-7-9-11(16)12(17)10-13(20-9)8(2)15(19-3)14(10)18/h4-7,9,11-12,16-17H,2H2,1,3H3/b5-4+,7-6+/t9-,11+,12-/m0/s1
• InChI Key: MCGMBKWXTCCVNV-AXGCGNLZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₇NO₅
• Molecular Weight: 279.29 g/mol
• Exact Mass: 279.11067264 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.41
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• MCGMBKWXTCCVNV-AXGCGNLZSA-
• InChI=1/C14H17NO5/c1-4-5-6-7-9-11(16)12(17)10-13(20-9)8(2)15(19-3)14(10)18/h4-7,9,11-12,16-17H,2H2,1,3H3/b5-4+,7-6+/t9-,11+,12-/m0/s1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9131	91.31%
Caco-2	+	0.5420	54.20%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Plasma membrane	0.6088	60.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8847	88.47%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8336	83.36%
P-glycoprotein inhibitior	-	0.8023	80.23%
P-glycoprotein substrate	-	0.8818	88.18%
CYP3A4 substrate	+	0.5702	57.02%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.8546	85.46%
CYP3A4 inhibition	-	0.8634	86.34%
CYP2C9 inhibition	-	0.7751	77.51%
CYP2C19 inhibition	-	0.7037	70.37%
CYP2D6 inhibition	-	0.8704	87.04%
CYP1A2 inhibition	-	0.6712	67.12%
CYP2C8 inhibition	-	0.8287	82.87%
CYP inhibitory promiscuity	-	0.8084	80.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.4856	48.56%
Eye corrosion	-	0.9760	97.60%
Eye irritation	-	0.9670	96.70%
Skin irritation	-	0.7615	76.15%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6106	61.06%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.7283	72.83%
skin sensitisation	-	0.8319	83.19%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7428	74.28%
Nephrotoxicity	+	0.6706	67.06%
Acute Oral Toxicity (c)	III	0.5711	57.11%
Estrogen receptor binding	-	0.6600	66.00%
Androgen receptor binding	-	0.6311	63.11%
Thyroid receptor binding	+	0.6532	65.32%
Glucocorticoid receptor binding	+	0.5768	57.68%
Aromatase binding	-	0.6947	69.47%
PPAR gamma	+	0.5772	57.72%
Honey bee toxicity	-	0.8301	83.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.4585	45.85%

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	92.69%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.30%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.01%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	85.81%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.47%	99.23%
CHEMBL2581	P07339	Cathepsin D	83.84%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.38%	96.09%
CHEMBL1871	P10275	Androgen Receptor	80.35%	96.43%

Plants that contains it

• Sorbus pallescens

Cross-Links

• PubChem: 15767963
• LOTUS: LTS0203662
• wikiData: Q77368960