Pseudostellarin H

Details

• Internal ID: 7c4a2638-500b-4e3a-8256-5d0453697638
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,6S,12S,18S,21S,24S,27S)-18,21-dibenzyl-3,12-bis[(1R)-1-hydroxyethyl]-24-(2-methylpropyl)-1,4,10,13,16,19,22,25-octazatricyclo[25.3.0.06,10]triacontane-2,5,11,14,17,20,23,26-octone
• SMILES (Canonical): CC(C)CC1C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)N3CCCC3C(=O)N1)C(C)O)C(C)O)CC4=CC=CC=C4)CC5=CC=CC=C5
• SMILES (Isomeric): C[C@H]([C@H]1C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N3CCC[C@H]3C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N1)CC4=CC=CC=C4)CC5=CC=CC=C5)CC(C)C)[C@@H](C)O)O
• InChI: InChI=1S/C44H60N8O10/c1-25(2)21-30-39(57)47-32(23-29-15-9-6-10-16-29)40(58)46-31(22-28-13-7-5-8-14-28)38(56)45-24-35(55)49-36(26(3)53)43(61)52-20-12-18-34(52)42(60)50-37(27(4)54)44(62)51-19-11-17-33(51)41(59)48-30/h5-10,13-16,25-27,30-34,36-37,53-54H,11-12,17-24H2,1-4H3,(H,45,56)(H,46,58)(H,47,57)(H,48,59)(H,49,55)(H,50,60)/t26-,27-,30+,31+,32+,33+,34+,36+,37+/m1/s1
• InChI Key: JTXHBBPWZXMCCJ-DLXPXRNTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₀N₈O₁₀
• Molecular Weight: 861.00 g/mol
• Exact Mass: 860.44324014 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): -1.18
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

• RefChem:177000
• (3S,6S,12S,18S,21S,24S,27S)-18,21-dibenzyl-3,12-bis((1R)-1-hydroxyethyl)-24-(2-methylpropyl)-1,4,10,13,16,19,22,25-octazatricyclo(25.3.0.06,10)triacontane-2,5,11,14,17,20,23,26-octone
• 167114-80-9
• CHEMBL504882
• SCHEMBL31295693
• Cyclo(Gly-Thr-Pro-Thr-Pro-Leu-Phe-Phe)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8291	82.91%
Caco-2	-	0.8743	87.43%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7200	72.00%
OATP2B1 inhibitior	-	0.5748	57.48%
OATP1B1 inhibitior	+	0.8978	89.78%
OATP1B3 inhibitior	+	0.9311	93.11%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9458	94.58%
P-glycoprotein inhibitior	+	0.7474	74.74%
P-glycoprotein substrate	+	0.8295	82.95%
CYP3A4 substrate	+	0.6242	62.42%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.7605	76.05%
CYP3A4 inhibition	-	0.8272	82.72%
CYP2C9 inhibition	-	0.9011	90.11%
CYP2C19 inhibition	-	0.8531	85.31%
CYP2D6 inhibition	-	0.9175	91.75%
CYP1A2 inhibition	-	0.9777	97.77%
CYP2C8 inhibition	-	0.6885	68.85%
CYP inhibitory promiscuity	-	0.9691	96.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6230	62.30%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9132	91.32%
Skin irritation	-	0.7969	79.69%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	-	0.7108	71.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.3783	37.83%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5588	55.88%
skin sensitisation	-	0.9135	91.35%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5198	51.98%
Acute Oral Toxicity (c)	III	0.6551	65.51%
Estrogen receptor binding	+	0.8193	81.93%
Androgen receptor binding	+	0.6772	67.72%
Thyroid receptor binding	+	0.5465	54.65%
Glucocorticoid receptor binding	+	0.5901	59.01%
Aromatase binding	+	0.5457	54.57%
PPAR gamma	+	0.7651	76.51%
Honey bee toxicity	-	0.8706	87.06%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7970	79.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.84%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.87%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.73%	96.09%
CHEMBL3524	P56524	Histone deacetylase 4	97.90%	92.97%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.62%	97.64%
CHEMBL4040	P28482	MAP kinase ERK2	94.56%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.51%	95.56%
CHEMBL1902	P62942	FK506-binding protein 1A	91.47%	97.05%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.24%	90.08%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	90.07%	82.38%
CHEMBL4447	Q9Y337	Kallikrein 5	90.04%	87.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.97%	91.11%
CHEMBL4071	P08311	Cathepsin G	89.95%	94.64%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	89.52%	90.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.31%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.72%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.68%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.86%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.23%	97.09%
CHEMBL228	P31645	Serotonin transporter	85.05%	95.51%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.61%	93.03%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.99%	99.18%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.69%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	80.92%	90.17%
CHEMBL333	P08253	Matrix metalloproteinase-2	80.75%	96.31%
CHEMBL3202	P48147	Prolyl endopeptidase	80.71%	90.65%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.43%	95.89%

Plants that contains it

• Pseudostellaria heterophylla

Cross-Links

• PubChem: 10463302
• LOTUS: LTS0117407
• wikiData: Q105135063