(1S,4R,7S,10S,13S,16S)-26-hydroxy-24-methoxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-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: 29916cb6-8e60-4996-98c0-6d79c19e86e4
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (1S,4R,7S,10S,13S,16S)-26-hydroxy-24-methoxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-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=C(C(=C4)CC(C(=O)N1)N(C2=O)C)O)OC)C)C)CC5=CC=C(C=C5)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=C(C(=C4)C[C@@H](C(=O)N1)N(C2=O)C)O)OC)C)C)CC5=CC=C(C=C5)OC)C)C
• InChI: InChI=1S/C41H50N6O10/c1-22-36(49)43-23(2)39(52)45(4)30(17-25-9-13-28(55-7)14-10-25)37(50)44-24(3)40(53)47(6)32-18-26-11-15-29(16-12-26)57-35-20-27(33(48)21-34(35)56-8)19-31(38(51)42-22)46(5)41(32)54/h9-16,20-24,30-32,48H,17-19H2,1-8H3,(H,42,51)(H,43,49)(H,44,50)/t22-,23+,24+,30+,31+,32+/m1/s1
• InChI Key: SGOGBYJZVOEWDW-LZQLRFBTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₀N₆O₁₀
• Molecular Weight: 786.90 g/mol
• Exact Mass: 786.35884181 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6685	66.85%
Caco-2	-	0.8321	83.21%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Nucleus	0.6179	61.79%
OATP2B1 inhibitior	+	0.8592	85.92%
OATP1B1 inhibitior	+	0.8375	83.75%
OATP1B3 inhibitior	+	0.9215	92.15%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8633	86.33%
BSEP inhibitior	+	0.9393	93.93%
P-glycoprotein inhibitior	+	0.8125	81.25%
P-glycoprotein substrate	+	0.8931	89.31%
CYP3A4 substrate	+	0.7048	70.48%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.7963	79.63%
CYP3A4 inhibition	+	0.7496	74.96%
CYP2C9 inhibition	-	0.9279	92.79%
CYP2C19 inhibition	-	0.9193	91.93%
CYP2D6 inhibition	-	0.9224	92.24%
CYP1A2 inhibition	-	0.8995	89.95%
CYP2C8 inhibition	+	0.6795	67.95%
CYP inhibitory promiscuity	-	0.9008	90.08%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6614	66.14%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9189	91.89%
Skin irritation	-	0.8038	80.38%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7338	73.38%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9131	91.31%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7943	79.43%
Acute Oral Toxicity (c)	III	0.6855	68.55%
Estrogen receptor binding	+	0.8252	82.52%
Androgen receptor binding	+	0.7450	74.50%
Thyroid receptor binding	+	0.6453	64.53%
Glucocorticoid receptor binding	+	0.7526	75.26%
Aromatase binding	+	0.5927	59.27%
PPAR gamma	+	0.7746	77.46%
Honey bee toxicity	-	0.7469	74.69%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8381	83.81%

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	99.25%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.05%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.90%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.37%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.79%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.86%	94.45%
CHEMBL4208	P20618	Proteasome component C5	95.13%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.06%	99.17%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.53%	93.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.91%	94.00%
CHEMBL1902	P62942	FK506-binding protein 1A	91.15%	97.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.78%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.50%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.08%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.67%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.21%	90.71%
CHEMBL2535	P11166	Glucose transporter	87.78%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.73%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.25%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.86%	91.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.60%	89.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.31%	95.53%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.77%	82.38%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.54%	95.50%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.84%	90.24%
CHEMBL5314	Q06418	Tyrosine-protein kinase receptor TYRO3	80.50%	96.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.43%	97.33%

Plants that contains it

• Rubia cordifolia

Cross-Links

• PubChem: 44455329
• LOTUS: LTS0194859
• wikiData: Q105252473