(8R,21S)-27-methoxy-7,22-dimethyl-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),10(37),11,13,16,18,25,27,32,35-dodecaen-13-ol

Details

• Internal ID: 3fb2e605-7920-405f-8e6f-95ed4ac36203
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (8R,21S)-27-methoxy-7,22-dimethyl-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),10(37),11,13,16,18,25,27,32,35-dodecaen-13-ol
• SMILES (Canonical): CN1CCC2=CC(=C3C4=C2C1CC5=CC=C(C=C5)OC6=C(C=CC(=C6)CC7C8=CC(=C(O3)C=C8CCN7C)O4)O)OC
• SMILES (Isomeric): CN1CCC2=CC(=C3C4=C2[C@@H]1CC5=CC=C(C=C5)OC6=C(C=CC(=C6)C[C@@H]7C8=CC(=C(O3)C=C8CCN7C)O4)O)OC
• InChI: InChI=1S/C35H34N2O5/c1-36-12-10-22-17-30-31-19-25(22)26(36)15-21-6-9-28(38)29(16-21)40-24-7-4-20(5-8-24)14-27-33-23(11-13-37(27)2)18-32(39-3)34(41-30)35(33)42-31/h4-9,16-19,26-27,38H,10-15H2,1-3H3/t26-,27+/m1/s1
• InChI Key: GOYCVNCWKXBQBF-SXOMAYOGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₄N₂O₅
• Molecular Weight: 562.70 g/mol
• Exact Mass: 562.24677219 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 6.95
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8714	87.14%
Caco-2	+	0.7024	70.24%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4491	44.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9447	94.47%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9954	99.54%
P-glycoprotein inhibitior	+	0.9528	95.28%
P-glycoprotein substrate	+	0.5540	55.40%
CYP3A4 substrate	+	0.6687	66.87%
CYP2C9 substrate	+	0.7890	78.90%
CYP2D6 substrate	+	0.7253	72.53%
CYP3A4 inhibition	-	0.9342	93.42%
CYP2C9 inhibition	-	0.9575	95.75%
CYP2C19 inhibition	-	0.9382	93.82%
CYP2D6 inhibition	-	0.9048	90.48%
CYP1A2 inhibition	-	0.8931	89.31%
CYP2C8 inhibition	-	0.5762	57.62%
CYP inhibitory promiscuity	-	0.9726	97.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6538	65.38%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9562	95.62%
Skin irritation	-	0.7793	77.93%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	+	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9193	91.93%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.9500	95.00%
skin sensitisation	-	0.8868	88.68%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6774	67.74%
Acute Oral Toxicity (c)	III	0.7725	77.25%
Estrogen receptor binding	+	0.7244	72.44%
Androgen receptor binding	+	0.7507	75.07%
Thyroid receptor binding	+	0.5933	59.33%
Glucocorticoid receptor binding	+	0.8497	84.97%
Aromatase binding	+	0.5483	54.83%
PPAR gamma	+	0.6500	65.00%
Honey bee toxicity	-	0.7425	74.25%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.7068	70.68%

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	99.50%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.30%	91.11%
CHEMBL217	P14416	Dopamine D2 receptor	95.24%	95.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.11%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	92.05%	91.00%
CHEMBL2581	P07339	Cathepsin D	91.84%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.29%	93.99%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.19%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.58%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.83%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.39%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.93%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.75%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.82%	93.40%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.64%	89.62%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.95%	82.38%
CHEMBL4208	P20618	Proteasome component C5	83.75%	90.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.55%	90.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.33%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.96%	92.94%
CHEMBL2535	P11166	Glucose transporter	82.70%	98.75%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.36%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.28%	91.49%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.06%	89.50%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.73%	80.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.48%	99.17%

Plants that contains it

• Albertisia delagoensis
• Cocculus pendulus
• Daphnandra johnsonii
• Triclisia sacleuxii

Cross-Links

• PubChem: 14482093
• LOTUS: LTS0111685
• wikiData: Q103816226