(1S,4R,7S,10S,13S,16S)-24-hydroxy-7-(hydroxymethyl)-10-[(4-methoxyphenyl)methyl]-4,9,13,15,29-pentamethyl-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

Details

• Internal ID: 0887caba-f450-44ea-a8d9-410182894496
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (1S,4R,7S,10S,13S,16S)-24-hydroxy-7-(hydroxymethyl)-10-[(4-methoxyphenyl)methyl]-4,9,13,15,29-pentamethyl-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)O)C)C)CC5=CC=C(C=C5)OC)C)CO
• 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)C)CC5=CC=C(C=C5)OC)C)CO
• InChI: InChI=1S/C40H48N6O10/c1-22-35(49)43-29(21-47)39(53)44(3)30(17-24-7-12-27(55-6)13-8-24)37(51)42-23(2)38(52)46(5)32-18-25-9-14-28(15-10-25)56-34-20-26(11-16-33(34)48)19-31(36(50)41-22)45(4)40(32)54/h7-16,20,22-23,29-32,47-48H,17-19,21H2,1-6H3,(H,41,50)(H,42,51)(H,43,49)/t22-,23+,29+,30+,31+,32+/m1/s1
• InChI Key: JZVJCTVXALSTOA-XMPIZRASSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₈N₆O₁₀
• Molecular Weight: 772.80 g/mol
• Exact Mass: 772.34319175 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 0.52
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• CHEMBL1288988
• SCHEMBL17035351

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7916	79.16%
Caco-2	-	0.8415	84.15%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Nucleus	0.5749	57.49%
OATP2B1 inhibitior	+	0.7136	71.36%
OATP1B1 inhibitior	+	0.8385	83.85%
OATP1B3 inhibitior	+	0.9258	92.58%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9752	97.52%
P-glycoprotein inhibitior	+	0.8033	80.33%
P-glycoprotein substrate	+	0.9353	93.53%
CYP3A4 substrate	+	0.6997	69.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8032	80.32%
CYP3A4 inhibition	+	0.7718	77.18%
CYP2C9 inhibition	-	0.8700	87.00%
CYP2C19 inhibition	-	0.9094	90.94%
CYP2D6 inhibition	-	0.9153	91.53%
CYP1A2 inhibition	-	0.8308	83.08%
CYP2C8 inhibition	+	0.6354	63.54%
CYP inhibitory promiscuity	-	0.9512	95.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6771	67.71%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9232	92.32%
Skin irritation	-	0.8009	80.09%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3892	38.92%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5177	51.77%
skin sensitisation	-	0.8995	89.95%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.4732	47.32%
Acute Oral Toxicity (c)	III	0.6987	69.87%
Estrogen receptor binding	+	0.8242	82.42%
Androgen receptor binding	+	0.7916	79.16%
Thyroid receptor binding	+	0.6104	61.04%
Glucocorticoid receptor binding	+	0.7171	71.71%
Aromatase binding	+	0.5598	55.98%
PPAR gamma	+	0.7756	77.56%
Honey bee toxicity	-	0.7890	78.90%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.6598	65.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.22%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.90%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.37%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.43%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.96%	99.15%
CHEMBL4208	P20618	Proteasome component C5	91.74%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.02%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.81%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.50%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.12%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.75%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.51%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.94%	85.14%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.81%	80.78%
CHEMBL1902	P62942	FK506-binding protein 1A	86.07%	97.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.40%	97.25%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.01%	93.40%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.95%	82.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.75%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.16%	97.33%

Plants that contains it

• Rubia cordifolia
• Rubia yunnanensis

Cross-Links

• PubChem: 14390137
• NPASS: NPC276120
• ChEMBL: CHEMBL1288988
• LOTUS: LTS0239569
• wikiData: Q105137656