10-[(4-Hydroxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-24-[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

Details

• Internal ID: 5366d411-f41a-4128-96d7-2b0bd4ae0711
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 10-[(4-hydroxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-24-[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)O)C)C
• SMILES (Isomeric): 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)O)C)C
• InChI: InChI=1S/C45H56N6O14/c1-22-39(57)47-23(2)42(60)49(4)30(17-25-7-12-28(53)13-8-25)41(59)48-24(3)43(61)51(6)32-18-26-9-14-29(15-10-26)63-34-20-27(19-31(40(58)46-22)50(5)44(32)62)11-16-33(34)64-45-38(56)37(55)36(54)35(21-52)65-45/h7-16,20,22-24,30-32,35-38,45,52-56H,17-19,21H2,1-6H3,(H,46,58)(H,47,57)(H,48,59)
• InChI Key: UFHFLPHMMOIPGN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₅₆N₆O₁₄
• Molecular Weight: 905.00 g/mol
• Exact Mass: 904.38545048 g/mol
• Topological Polar Surface Area (TPSA): 277.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -1.29
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 5

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	-	0.8643	86.43%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Nucleus	0.6331	63.31%
OATP2B1 inhibitior	-	0.5745	57.45%
OATP1B1 inhibitior	+	0.8335	83.35%
OATP1B3 inhibitior	+	0.9266	92.66%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8634	86.34%
P-glycoprotein inhibitior	+	0.7507	75.07%
P-glycoprotein substrate	+	0.8270	82.70%
CYP3A4 substrate	+	0.7074	70.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8596	85.96%
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	+	0.7316	73.16%
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	-	0.9078	90.78%
Skin irritation	-	0.8040	80.40%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7093	70.93%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9034	90.34%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6110	61.10%
Acute Oral Toxicity (c)	III	0.6448	64.48%
Estrogen receptor binding	+	0.8127	81.27%
Androgen receptor binding	+	0.7290	72.90%
Thyroid receptor binding	+	0.6189	61.89%
Glucocorticoid receptor binding	+	0.6815	68.15%
Aromatase binding	+	0.5558	55.58%
PPAR gamma	+	0.7834	78.34%
Honey bee toxicity	-	0.6990	69.90%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5650	56.50%
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	99.57%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.97%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.47%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.93%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.65%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.21%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.30%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.82%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.70%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.59%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.51%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.41%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.93%	90.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.99%	90.71%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.85%	97.33%
CHEMBL4208	P20618	Proteasome component C5	88.83%	90.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.13%	82.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.86%	97.09%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.99%	85.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.50%	90.93%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.16%	95.78%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	83.55%	96.69%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.35%	89.67%
CHEMBL1937	Q92769	Histone deacetylase 2	82.10%	94.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.72%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.88%	97.25%

Plants that contains it

• Rubia yunnanensis

Cross-Links

• PubChem: 75969083
• LOTUS: LTS0174978
• wikiData: Q105271850