Trilobine

Details

• Internal ID: 747fdf81-6c00-43ff-bd08-9dfeffdde309
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (8S,21S)-13,27-dimethoxy-7-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),10(37),11,13,16,18,25,27,32,35-dodecaene
• SMILES (Canonical): CN1CCC2=CC3=C4C=C2C1CC5=CC(=C(C=C5)OC)OC6=CC=C(CC7C8=C(O4)C(=C(C=C8CCN7)OC)O3)C=C6
• SMILES (Isomeric): CN1CCC2=CC3=C4C=C2[C@@H]1CC5=CC(=C(C=C5)OC)OC6=CC=C(C[C@H]7C8=C(O4)C(=C(C=C8CCN7)OC)O3)C=C6
• InChI: InChI=1S/C35H34N2O5/c1-37-13-11-22-17-30-31-19-25(22)27(37)15-21-6-9-28(38-2)29(16-21)40-24-7-4-20(5-8-24)14-26-33-23(10-12-36-26)18-32(39-3)34(41-30)35(33)42-31/h4-9,16-19,26-27,36H,10-15H2,1-3H3/t26-,27-/m0/s1
• InChI Key: XZAXGQMTBGFTFE-SVBPBHIXSA-N
• Popularity: 27 references 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): 61.40 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 6.91
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9329	93.29%
Caco-2	+	0.6988	69.88%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Lysosomes	0.8630	86.30%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9337	93.37%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9971	99.71%
P-glycoprotein inhibitior	+	0.9664	96.64%
P-glycoprotein substrate	+	0.7087	70.87%
CYP3A4 substrate	+	0.6803	68.03%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	+	0.7536	75.36%
CYP3A4 inhibition	-	0.9501	95.01%
CYP2C9 inhibition	-	0.9511	95.11%
CYP2C19 inhibition	-	0.9630	96.30%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.4649	46.49%
CYP inhibitory promiscuity	-	0.9772	97.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6699	66.99%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9642	96.42%
Skin irritation	-	0.7603	76.03%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	+	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9612	96.12%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.8804	88.04%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6114	61.14%
Acute Oral Toxicity (c)	III	0.5893	58.93%
Estrogen receptor binding	+	0.7126	71.26%
Androgen receptor binding	+	0.7355	73.55%
Thyroid receptor binding	+	0.6683	66.83%
Glucocorticoid receptor binding	+	0.8723	87.23%
Aromatase binding	+	0.5427	54.27%
PPAR gamma	+	0.7050	70.50%
Honey bee toxicity	-	0.6687	66.87%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.3809	38.09%

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	99.40%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.72%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.41%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.18%	98.95%
CHEMBL2056	P21728	Dopamine D1 receptor	91.84%	91.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.18%	85.14%
CHEMBL217	P14416	Dopamine D2 receptor	90.71%	95.62%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	89.14%	90.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.06%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.72%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.29%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.85%	89.62%
CHEMBL2535	P11166	Glucose transporter	85.20%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.96%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.21%	89.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.92%	82.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.63%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.16%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.91%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.11%	89.00%

Plants that contains it

• Aglaia odorata
• Anisocycla cymosa
• Anisocycla jollyana
• Breonia chinensis
• Campylotropis hirtella
• Cebatha pendula
• Ceropegia dichotoma
• Cocculus hirsutus
• Coleus hereroensis
• Crinum moorei
• Crotalaria candicans
• Cryptomeria japonica
• Dendrobium loddigesii
• Distephanus angulifolius
• Eucalyptus apodophylla
• Glycosmis macrophylla
• Glycyrrhiza inflata
• Gypsophila perfoliata
• Hypericum polyanthemum
• Juniperus drupacea
• Lophostemon confertus
• Mentha arvensis
• Ononis spinosa
• Orbivestus karaguensis
• Pachygone laurifolia
• Pachygone ovata
• Pentaclethra macrophylla
• Periploca sepium
• Phoenix dactylifera
• Pinalia japonica
• Pterocaulon virgatum
• Rhodiola semenovii
• Salvia sessei
• Solanum lasiocarpum
• Sonneratia caseolaris
• Stephania japonica
• Stephania pierrei
• Stephania zippeliana
• Veronica polita

Cross-Links

• PubChem: 169007
• NPASS: NPC239584
• ChEMBL: CHEMBL500324
• LOTUS: LTS0036802
• wikiData: Q27108483