RA-Xiii

Details

• Internal ID: 0fbf34f8-eb5f-461c-b915-3aebd8b5f3bb
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 3-[(1S,4R,7S,10S,13S,16S)-10-[(4-methoxyphenyl)methyl]-4,9,13,15,29-pentamethyl-2,5,8,11,14,30-hexaoxo-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-hexaen-7-yl]propanoic acid
• 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)CCC(=O)O
• 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)CCC(=O)O
• InChI: InChI=1S/C48H60N6O16/c1-24-42(61)51-31(16-18-38(56)57)46(65)52(3)32(19-26-7-12-29(67-6)13-8-26)44(63)50-25(2)45(64)54(5)34-20-27-9-14-30(15-10-27)68-36-22-28(21-33(43(62)49-24)53(4)47(34)66)11-17-35(36)69-48-41(60)40(59)39(58)37(23-55)70-48/h7-15,17,22,24-25,31-34,37,39-41,48,55,58-60H,16,18-21,23H2,1-6H3,(H,49,62)(H,50,63)(H,51,61)(H,56,57)/t24-,25+,31+,32+,33+,34+,37-,39-,40+,41-,48-/m1/s1
• InChI Key: KGNAXTMQQANFON-VUYAFSJYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₆₀N₆O₁₆
• Molecular Weight: 977.00 g/mol
• Exact Mass: 976.40657985 g/mol
• Topological Polar Surface Area (TPSA): 303.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -1.14
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

• DTXSID10904242
• 143277-28-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8891	88.91%
Caco-2	-	0.8618	86.18%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Nucleus	0.6077	60.77%
OATP2B1 inhibitior	-	0.7180	71.80%
OATP1B1 inhibitior	+	0.8250	82.50%
OATP1B3 inhibitior	+	0.9217	92.17%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8791	87.91%
P-glycoprotein inhibitior	+	0.7515	75.15%
P-glycoprotein substrate	+	0.8492	84.92%
CYP3A4 substrate	+	0.7254	72.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.7581	75.81%
CYP2C9 inhibition	-	0.8376	83.76%
CYP2C19 inhibition	-	0.8893	88.93%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.8687	86.87%
CYP2C8 inhibition	+	0.7433	74.33%
CYP inhibitory promiscuity	-	0.9340	93.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6804	68.04%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9042	90.42%
Skin irritation	-	0.7974	79.74%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7125	71.25%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.7323	73.23%
skin sensitisation	-	0.9012	90.12%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8695	86.95%
Acute Oral Toxicity (c)	III	0.6626	66.26%
Estrogen receptor binding	+	0.8061	80.61%
Androgen receptor binding	+	0.7322	73.22%
Thyroid receptor binding	+	0.6371	63.71%
Glucocorticoid receptor binding	+	0.6855	68.55%
Aromatase binding	+	0.5796	57.96%
PPAR gamma	+	0.8082	80.82%
Honey bee toxicity	-	0.7148	71.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.5671	56.71%

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	99.69%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.55%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.92%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.85%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.44%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.14%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.77%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.23%	86.33%
CHEMBL4208	P20618	Proteasome component C5	93.17%	90.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.95%	93.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.36%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.69%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.30%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.19%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.60%	94.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.06%	97.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.54%	97.09%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.73%	82.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.16%	89.00%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	85.02%	98.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.58%	97.53%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.52%	96.77%
CHEMBL1902	P62942	FK506-binding protein 1A	82.93%	97.05%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.05%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	80.21%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.13%	99.15%

Plants that contains it

• Rubia cordifolia

Cross-Links

• PubChem: 14999350
• LOTUS: LTS0035547
• wikiData: Q82873485