Heterophyllin A

Details

• Internal ID: 87bd852e-4e41-40eb-887d-18cba96d3554
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,6S,12S,15S,18S,21S)-12-benzyl-6,15-bis[(2S)-butan-2-yl]-3-[(1R)-1-hydroxyethyl]-18-propan-2-yl-1,4,7,10,13,16,19-heptazabicyclo[19.3.0]tetracosane-2,5,8,11,14,17,20-heptone
• InChI: InChI=1S/C37H57N7O8/c1-8-21(5)29-36(51)43-31(23(7)45)37(52)44-17-13-16-26(44)33(48)41-28(20(3)4)34(49)42-30(22(6)9-2)35(50)39-25(18-24-14-11-10-12-15-24)32(47)38-19-27(46)40-29/h10-12,14-15,20-23,25-26,28-31,45H,8-9,13,16-19H2,1-7H3,(H,38,47)(H,39,50)(H,40,46)(H,41,48)(H,42,49)(H,43,51)/t21-,22-,23+,25-,26-,28-,29-,30-,31-/m0/s1
• InChI Key: QGGGNYCMKLVXKB-SMEFXSQESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₇N₇O₈
• Molecular Weight: 727.90 g/mol
• Exact Mass: 727.42686180 g/mol
• Topological Polar Surface Area (TPSA): 215.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): -0.10
• H-Bond Acceptor: 8
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9008	90.08%
Caco-2	-	0.8652	86.52%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6816	68.16%
OATP2B1 inhibitior	+	0.5594	55.94%
OATP1B1 inhibitior	+	0.8669	86.69%
OATP1B3 inhibitior	+	0.9262	92.62%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8108	81.08%
P-glycoprotein inhibitior	+	0.7446	74.46%
P-glycoprotein substrate	+	0.8085	80.85%
CYP3A4 substrate	+	0.6384	63.84%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.7605	76.05%
CYP3A4 inhibition	-	0.9104	91.04%
CYP2C9 inhibition	-	0.9338	93.38%
CYP2C19 inhibition	-	0.9083	90.83%
CYP2D6 inhibition	-	0.9239	92.39%
CYP1A2 inhibition	-	0.9607	96.07%
CYP2C8 inhibition	-	0.6204	62.04%
CYP inhibitory promiscuity	-	0.9833	98.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6401	64.01%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9256	92.56%
Skin irritation	-	0.7911	79.11%
Skin corrosion	-	0.9235	92.35%
Ames mutagenesis	-	0.6808	68.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.3976	39.76%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5174	51.74%
skin sensitisation	-	0.9027	90.27%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6230	62.30%
Acute Oral Toxicity (c)	III	0.6178	61.78%
Estrogen receptor binding	+	0.7566	75.66%
Androgen receptor binding	+	0.5684	56.84%
Thyroid receptor binding	+	0.5373	53.73%
Glucocorticoid receptor binding	+	0.6593	65.93%
Aromatase binding	+	0.6235	62.35%
PPAR gamma	+	0.7463	74.63%
Honey bee toxicity	-	0.8483	84.83%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.3823	38.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.81%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.04%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.76%	85.14%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.53%	97.64%
CHEMBL3524	P56524	Histone deacetylase 4	94.86%	92.97%
CHEMBL4071	P08311	Cathepsin G	94.54%	94.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.84%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.71%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.63%	95.89%
CHEMBL4447	Q9Y337	Kallikrein 5	91.59%	87.50%
CHEMBL221	P23219	Cyclooxygenase-1	91.46%	90.17%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	90.53%	82.38%
CHEMBL1902	P62942	FK506-binding protein 1A	89.46%	97.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.96%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.21%	93.03%
CHEMBL5203	P33316	dUTP pyrophosphatase	86.39%	99.18%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.93%	97.09%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	85.82%	99.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.79%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.37%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.10%	91.11%
CHEMBL4616	Q92847	Ghrelin receptor	84.80%	92.00%
CHEMBL2443	P49862	Kallikrein 7	84.70%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.80%	86.33%
CHEMBL3202	P48147	Prolyl endopeptidase	83.33%	90.65%
CHEMBL226	P30542	Adenosine A1 receptor	82.39%	95.93%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	82.25%	92.67%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.75%	97.25%
CHEMBL333	P08253	Matrix metalloproteinase-2	80.28%	96.31%

Plants that contains it

• Pseudostellaria heterophylla

Cross-Links

• PubChem: 163041584
• LOTUS: LTS0104562
• wikiData: Q105220018