(8S,21S)-16,27-dimethoxy-29,31-dioxa-7,22-diazaoctacyclo[19.9.3.14,30.110,14.115,19.03,8.025,33.028,32]hexatriaconta-1(30),2,4(34),10(36),11,13,15,17,19(35),25,27,32-dodecaen-13-ol

Details

• Internal ID: de1c40bb-d104-4d65-a9a6-aaee4aa35918
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (8S,21S)-16,27-dimethoxy-29,31-dioxa-7,22-diazaoctacyclo[19.9.3.14,30.110,14.115,19.03,8.025,33.028,32]hexatriaconta-1(30),2,4(34),10(36),11,13,15,17,19(35),25,27,32-dodecaen-13-ol
• SMILES (Canonical): COC1=C2C=C(CC3C4=C5C(=C(C=C4CCN3)OC)OC6=C(O5)C=C7C(CC8=CC2=C(C=C8)O)NCCC7=C6)C=C1
• SMILES (Isomeric): COC1=C2C=C(C[C@H]3C4=C5C(=C(C=C4CCN3)OC)OC6=C(O5)C=C7[C@H](CC8=CC2=C(C=C8)O)NCCC7=C6)C=C1
• InChI: InChI=1S/C34H32N2O5/c1-38-28-6-4-19-12-24(28)23-11-18(3-5-27(23)37)13-25-22-17-30-29(15-20(22)7-9-35-25)40-33-31(39-2)16-21-8-10-36-26(14-19)32(21)34(33)41-30/h3-6,11-12,15-17,25-26,35-37H,7-10,13-14H2,1-2H3/t25-,26-/m0/s1
• InChI Key: CTOXZASNPMHYIO-UIOOFZCWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₂N₂O₅
• Molecular Weight: 548.60 g/mol
• Exact Mass: 548.23112213 g/mol
• Topological Polar Surface Area (TPSA): 81.20 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 6.15
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9031	90.31%
Caco-2	-	0.6029	60.29%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5433	54.33%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.9174	91.74%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9887	98.87%
P-glycoprotein inhibitior	+	0.9312	93.12%
P-glycoprotein substrate	+	0.5183	51.83%
CYP3A4 substrate	+	0.6530	65.30%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	+	0.6467	64.67%
CYP3A4 inhibition	-	0.9291	92.91%
CYP2C9 inhibition	-	0.9420	94.20%
CYP2C19 inhibition	-	0.8167	81.67%
CYP2D6 inhibition	-	0.6832	68.32%
CYP1A2 inhibition	-	0.6644	66.44%
CYP2C8 inhibition	+	0.6334	63.34%
CYP inhibitory promiscuity	-	0.9165	91.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6985	69.85%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9609	96.09%
Skin irritation	-	0.7517	75.17%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8645	86.45%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8532	85.32%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6088	60.88%
Acute Oral Toxicity (c)	III	0.5722	57.22%
Estrogen receptor binding	+	0.7948	79.48%
Androgen receptor binding	+	0.7702	77.02%
Thyroid receptor binding	+	0.6466	64.66%
Glucocorticoid receptor binding	+	0.8456	84.56%
Aromatase binding	+	0.5500	55.00%
PPAR gamma	+	0.7297	72.97%
Honey bee toxicity	-	0.7709	77.09%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6049	60.49%
Fish aquatic toxicity	-	0.7923	79.23%

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	97.71%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.68%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.55%	91.49%
CHEMBL2581	P07339	Cathepsin D	91.43%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.39%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.33%	96.21%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.08%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.66%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.98%	94.45%
CHEMBL2535	P11166	Glucose transporter	88.83%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.97%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.26%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	87.07%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.33%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.44%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.06%	89.00%
CHEMBL217	P14416	Dopamine D2 receptor	85.03%	95.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.97%	99.17%
CHEMBL2056	P21728	Dopamine D1 receptor	83.07%	91.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.17%	99.23%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.94%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.08%	99.15%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.82%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.44%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.14%	90.71%

Plants that contains it

• Pachygone ovata

Cross-Links

• PubChem: 163026004
• LOTUS: LTS0007329
• wikiData: Q104969965