Phalloin

Details

• Internal ID: 0ee84d0e-97fd-4cc4-96cd-aa78d2d896a6
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 18-hydroxy-34-(1-hydroxyethyl)-28-(2-hydroxy-2-methylpropyl)-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octazapentacyclo[12.11.11.03,11.04,9.016,20]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone
• SMILES (Canonical): CC1C(=O)NC2CC3=C(NC4=CC=CC=C34)SCC(C(=O)N5CC(CC5C(=O)N1)O)NC(=O)C(NC(=O)C(NC(=O)C(NC2=O)CC(C)(C)O)C)C(C)O
• SMILES (Isomeric): CC1C(=O)NC2CC3=C(NC4=CC=CC=C34)SCC(C(=O)N5CC(CC5C(=O)N1)O)NC(=O)C(NC(=O)C(NC(=O)C(NC2=O)CC(C)(C)O)C)C(C)O
• InChI: InChI=1S/C35H48N8O10S/c1-15-27(46)38-22-11-20-19-8-6-7-9-21(19)41-33(20)54-14-24(34(52)43-13-18(45)10-25(43)31(50)37-15)40-32(51)26(17(3)44)42-28(47)16(2)36-30(49)23(39-29(22)48)12-35(4,5)53/h6-9,15-18,22-26,41,44-45,53H,10-14H2,1-5H3,(H,36,49)(H,37,50)(H,38,46)(H,39,48)(H,40,51)(H,42,47)
• InChI Key: VVAHMTWEOWYEHQ-UHFFFAOYSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₈N₈O₁₀S
• Molecular Weight: 772.90 g/mol
• Exact Mass: 772.32141093 g/mol
• Topological Polar Surface Area (TPSA): 297.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -2.72
• H-Bond Acceptor: 11
• H-Bond Donor: 10
• Rotatable Bonds: 3

Synonyms

• 28227-92-1
• Phalloine
• 18-hydroxy-34-(1-hydroxyethyl)-28-(2-hydroxy-2-methylpropyl)-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octazapentacyclo[12.11.11.03,11.04,9.016,20]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone
• HSDB 3525
• Phalloidin, 7-(4-hydroxy-L-leucine)-
• DTXSID401046318
• Q9257868

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7575	75.75%
Caco-2	-	0.8763	87.63%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5675	56.75%
OATP2B1 inhibitior	+	0.5043	50.43%
OATP1B1 inhibitior	+	0.8203	82.03%
OATP1B3 inhibitior	+	0.9298	92.98%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9291	92.91%
P-glycoprotein inhibitior	+	0.7267	72.67%
P-glycoprotein substrate	+	0.8173	81.73%
CYP3A4 substrate	+	0.7221	72.21%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.7980	79.80%
CYP3A4 inhibition	-	0.8606	86.06%
CYP2C9 inhibition	-	0.7623	76.23%
CYP2C19 inhibition	-	0.6270	62.70%
CYP2D6 inhibition	-	0.8787	87.87%
CYP1A2 inhibition	-	0.7787	77.87%
CYP2C8 inhibition	+	0.6581	65.81%
CYP inhibitory promiscuity	-	0.6857	68.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5909	59.09%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9205	92.05%
Skin irritation	-	0.7683	76.83%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3731	37.31%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.8336	83.36%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.5968	59.68%
Acute Oral Toxicity (c)	III	0.5861	58.61%
Estrogen receptor binding	+	0.7795	77.95%
Androgen receptor binding	+	0.7334	73.34%
Thyroid receptor binding	+	0.5669	56.69%
Glucocorticoid receptor binding	+	0.6487	64.87%
Aromatase binding	+	0.6500	65.00%
PPAR gamma	+	0.7724	77.24%
Honey bee toxicity	-	0.7184	71.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9260	92.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.67%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.95%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.61%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.08%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.98%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.10%	97.09%
CHEMBL1914	P06276	Butyrylcholinesterase	94.37%	95.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.00%	90.08%
CHEMBL1902	P62942	FK506-binding protein 1A	93.43%	97.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.83%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.25%	89.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	91.39%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.80%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.42%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.63%	99.23%
CHEMBL3310	Q96DB2	Histone deacetylase 11	88.92%	88.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.67%	94.23%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.45%	97.64%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.03%	90.93%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	85.39%	85.94%
CHEMBL1907	P15144	Aminopeptidase N	84.63%	93.31%
CHEMBL2535	P11166	Glucose transporter	84.30%	98.75%
CHEMBL299	P17252	Protein kinase C alpha	84.16%	98.03%
CHEMBL1949	P62937	Cyclophilin A	83.63%	98.57%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.44%	96.61%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.16%	97.33%
CHEMBL3045	P05771	Protein kinase C beta	82.98%	97.63%
CHEMBL2996	Q05655	Protein kinase C delta	82.38%	97.79%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.67%	93.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.56%	82.69%
CHEMBL255	P29275	Adenosine A2b receptor	81.24%	98.59%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 34183
• LOTUS: LTS0061976
• wikiData: Q9257868