(1S,4R,7S,10S,13S,16S)-20-hydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,28-hexamethyl-23-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,6,9,12,15,28-hexazatetracyclo[14.11.2.218,21.122,26]dotriaconta-18,20,22,24,26(30),31-hexaene-2,5,8,11,14,29-hexone

Details

• Internal ID: d247351c-8151-43ab-b8c1-322979f935f2
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (1S,4R,7S,10S,13S,16S)-20-hydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,28-hexamethyl-23-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,6,9,12,15,28-hexazatetracyclo[14.11.2.218,21.122,26]dotriaconta-18,20,22,24,26(30),31-hexaene-2,5,8,11,14,29-hexone
• SMILES (Canonical): CC1C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)N(C2CC3=CC(=C(C=C3)C4=C(C=CC(=C4)CC(C(=O)N1)N(C2=O)C)OC5C(C(C(C(O5)CO)O)O)O)O)C)C)CC6=CC=C(C=C6)OC)C)C
• SMILES (Isomeric): C[C@@H]1C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H]2CC3=CC(=C(C=C3)C4=C(C=CC(=C4)C[C@@H](C(=O)N1)N(C2=O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)C)C)CC6=CC=C(C=C6)OC)C)C
• InChI: InChI=1S/C46H58N6O14/c1-22-40(58)48-23(2)43(61)50(4)31(17-25-8-12-28(64-7)13-9-25)42(60)49-24(3)44(62)52(6)33-19-27-10-14-29(34(54)20-27)30-16-26(18-32(41(59)47-22)51(5)45(33)63)11-15-35(30)65-46-39(57)38(56)37(55)36(21-53)66-46/h8-16,20,22-24,31-33,36-39,46,53-57H,17-19,21H2,1-7H3,(H,47,59)(H,48,58)(H,49,60)/t22-,23+,24+,31+,32+,33+,36-,37-,38+,39-,46-/m1/s1
• InChI Key: LGAIHQZSGNJZRA-YNYCVHPFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₈N₆O₁₄
• Molecular Weight: 919.00 g/mol
• Exact Mass: 918.40110055 g/mol
• Topological Polar Surface Area (TPSA): 277.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -1.40
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8837	88.37%
Caco-2	-	0.8626	86.26%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Nucleus	0.6331	63.31%
OATP2B1 inhibitior	+	0.5623	56.23%
OATP1B1 inhibitior	+	0.8185	81.85%
OATP1B3 inhibitior	+	0.9266	92.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8716	87.16%
P-glycoprotein inhibitior	+	0.7514	75.14%
P-glycoprotein substrate	+	0.8319	83.19%
CYP3A4 substrate	+	0.7169	71.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8373	83.73%
CYP3A4 inhibition	-	0.8433	84.33%
CYP2C9 inhibition	-	0.8774	87.74%
CYP2C19 inhibition	-	0.9019	90.19%
CYP2D6 inhibition	-	0.9348	93.48%
CYP1A2 inhibition	-	0.8697	86.97%
CYP2C8 inhibition	+	0.6997	69.97%
CYP inhibitory promiscuity	-	0.9060	90.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6728	67.28%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.8040	80.40%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7419	74.19%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.6323	63.23%
skin sensitisation	-	0.9034	90.34%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8193	81.93%
Acute Oral Toxicity (c)	III	0.6448	64.48%
Estrogen receptor binding	+	0.8217	82.17%
Androgen receptor binding	+	0.7152	71.52%
Thyroid receptor binding	+	0.6269	62.69%
Glucocorticoid receptor binding	+	0.7185	71.85%
Aromatase binding	+	0.5960	59.60%
PPAR gamma	+	0.7849	78.49%
Honey bee toxicity	-	0.7691	76.91%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.4074	40.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.52%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.10%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.58%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.19%	95.56%
CHEMBL4208	P20618	Proteasome component C5	96.71%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.53%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.68%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	92.23%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.78%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.94%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.85%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.60%	97.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	89.66%	90.24%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.52%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.98%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.50%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.23%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.03%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	84.46%	91.49%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.18%	97.33%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.87%	95.53%
CHEMBL4040	P28482	MAP kinase ERK2	83.85%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.39%	94.45%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.68%	82.38%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.92%	80.78%
CHEMBL2535	P11166	Glucose transporter	80.17%	98.75%

Plants that contains it

• Rubia yunnanensis

Cross-Links

• PubChem: 162979119
• LOTUS: LTS0035865
• wikiData: Q105151258