CID 10373581

Details

• Internal ID: 342c259b-cd0a-4136-b0f4-4529d999d028
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (1S,4R,7S,10S,13S,16S)-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-24-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-oxa-3,6,9,12,15,29-hexazatetracyclo[14.12.2.218,21.123,27]tritriaconta-18,20,23,25,27(31),32-hexaene-2,5,8,11,14,30-hexone
• SMILES (Canonical): CC1C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)N(C2CC3=CC=C(C=C3)OC4=C(C=CC(=C4)CC(C(=O)N1)N(C2=O)C)OC5C(C(C(C(O5)CO)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)OC4=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)C)C)CC6=CC=C(C=C6)OC)C)C
• InChI: InChI=1S/C46H58N6O14/c1-23-40(57)48-24(2)43(60)50(4)31(18-26-8-13-29(63-7)14-9-26)42(59)49-25(3)44(61)52(6)33-19-27-10-15-30(16-11-27)64-35-21-28(20-32(41(58)47-23)51(5)45(33)62)12-17-34(35)65-46-39(56)38(55)37(54)36(22-53)66-46/h8-17,21,23-25,31-33,36-39,46,53-56H,18-20,22H2,1-7H3,(H,47,58)(H,48,57)(H,49,59)/t23-,24+,25+,31+,32+,33+,36-,37-,38+,39-,46-/m1/s1
• InChI Key: UYXWCWJRGWWTGU-BZILMZMLSA-N
• Popularity: 12 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): 266.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): -0.98
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

• CHEMBL1288990
• (1S,4R,7S,10S,13S,16S)-10-[(4-Methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-24-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-oxa-3,6,9,12,15,29-hexazatetracyclo[14.12.2.218,21.123,27]tritriaconta-18,20,23,25,27(31),32-hexaene-2,5,8,11,14,30-hexone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8837	88.37%
Caco-2	-	0.8612	86.12%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Nucleus	0.6331	63.31%
OATP2B1 inhibitior	-	0.5734	57.34%
OATP1B1 inhibitior	+	0.8422	84.22%
OATP1B3 inhibitior	+	0.9266	92.66%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9191	91.91%
P-glycoprotein inhibitior	+	0.7555	75.55%
P-glycoprotein substrate	+	0.8520	85.20%
CYP3A4 substrate	+	0.7126	71.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8525	85.25%
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	+	0.6677	66.77%
CYP inhibitory promiscuity	-	0.9060	90.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6728	67.28%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9079	90.79%
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	+	0.7614	76.14%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.7323	73.23%
skin sensitisation	-	0.9034	90.34%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7386	73.86%
Acute Oral Toxicity (c)	III	0.6448	64.48%
Estrogen receptor binding	+	0.8059	80.59%
Androgen receptor binding	+	0.7278	72.78%
Thyroid receptor binding	+	0.6197	61.97%
Glucocorticoid receptor binding	+	0.6940	69.40%
Aromatase binding	+	0.5753	57.53%
PPAR gamma	+	0.7929	79.29%
Honey bee toxicity	-	0.7148	71.48%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.46%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.13%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.80%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.80%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.84%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.96%	94.45%
CHEMBL4208	P20618	Proteasome component C5	94.67%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.09%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.24%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.03%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.61%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.41%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.57%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.67%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.57%	93.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.30%	97.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.58%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.48%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.10%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.04%	90.71%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.55%	95.53%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.79%	86.92%
CHEMBL1902	P62942	FK506-binding protein 1A	81.00%	97.05%
CHEMBL2535	P11166	Glucose transporter	80.86%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.67%	97.25%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.26%	82.38%

Plants that contains it

• Rubia cordifolia
• Rubia yunnanensis

Cross-Links

• PubChem: 10373581
• NPASS: NPC149962
• ChEMBL: CHEMBL1288990
• LOTUS: LTS0066829
• wikiData: Q105282030