(21S)-22-methyl-15,29,31-trioxa-7,22-diazaoctacyclo[19.9.3.216,19.14,30.110,14.03,8.025,33.028,32]heptatriaconta-1(30),2,4(34),7,10(37),11,13,16,18,25,27,32,35-tridecaene-13,27-diol

Details

• Internal ID: e5223885-ac85-420d-8d48-2e7257e13eef
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (21S)-22-methyl-15,29,31-trioxa-7,22-diazaoctacyclo[19.9.3.216,19.14,30.110,14.03,8.025,33.028,32]heptatriaconta-1(30),2,4(34),7,10(37),11,13,16,18,25,27,32,35-tridecaene-13,27-diol
• SMILES (Canonical): CN1CCC2=CC(=C3C4=C2C1CC5=CC=C(C=C5)OC6=C(C=CC(=C6)CC7=NCCC8=CC(=C(O4)C=C87)O3)O)O
• SMILES (Isomeric): CN1CCC2=CC(=C3C4=C2[C@@H]1CC5=CC=C(C=C5)OC6=C(C=CC(=C6)CC7=NCCC8=CC(=C(O4)C=C87)O3)O)O
• InChI: InChI=1S/C33H28N2O5/c1-35-11-9-21-15-27(37)32-33-31(21)25(35)13-18-2-5-22(6-3-18)38-28-14-19(4-7-26(28)36)12-24-23-17-30(40-33)29(39-32)16-20(23)8-10-34-24/h2-7,14-17,25,36-37H,8-13H2,1H3/t25-/m0/s1
• InChI Key: NUJBTMSUMGISFY-VWLOTQADSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₂₈N₂O₅
• Molecular Weight: 532.60 g/mol
• Exact Mass: 532.19982200 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 6.46
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7118	71.18%
Caco-2	-	0.7610	76.10%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4504	45.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8998	89.98%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9687	96.87%
P-glycoprotein inhibitior	+	0.9093	90.93%
P-glycoprotein substrate	+	0.6757	67.57%
CYP3A4 substrate	+	0.6789	67.89%
CYP2C9 substrate	+	0.7958	79.58%
CYP2D6 substrate	+	0.3912	39.12%
CYP3A4 inhibition	-	0.9476	94.76%
CYP2C9 inhibition	-	0.9343	93.43%
CYP2C19 inhibition	-	0.8628	86.28%
CYP2D6 inhibition	-	0.9101	91.01%
CYP1A2 inhibition	-	0.5969	59.69%
CYP2C8 inhibition	-	0.5600	56.00%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6410	64.10%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9475	94.75%
Skin irritation	-	0.7373	73.73%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7531	75.31%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8515	85.15%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7423	74.23%
Acute Oral Toxicity (c)	III	0.6487	64.87%
Estrogen receptor binding	+	0.7990	79.90%
Androgen receptor binding	+	0.7355	73.55%
Thyroid receptor binding	+	0.5599	55.99%
Glucocorticoid receptor binding	+	0.7587	75.87%
Aromatase binding	+	0.6175	61.75%
PPAR gamma	+	0.6785	67.85%
Honey bee toxicity	-	0.7770	77.70%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.7324	73.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.66%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.22%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.06%	93.40%
CHEMBL2581	P07339	Cathepsin D	95.41%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.15%	91.11%
CHEMBL217	P14416	Dopamine D2 receptor	91.43%	95.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.34%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.15%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.83%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.01%	95.78%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	84.73%	91.79%
CHEMBL2056	P21728	Dopamine D1 receptor	84.37%	91.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	83.72%	98.46%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.70%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.16%	89.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.98%	90.95%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.75%	82.38%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.62%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.28%	99.23%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.99%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.46%	99.17%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.33%	97.53%

Plants that contains it

• Cebatha pendula

Cross-Links

• PubChem: 163001350
• LOTUS: LTS0101720
• wikiData: Q105185896