(2R)-N-[(2R)-1-[(1R,9R,10R,11S,12R)-1,12-dihydroxy-3,5-dimethoxy-9-(4-methoxyphenyl)-10-phenyl-8-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene-11-carbonyl]pyrrolidin-2-yl]-2-methylbutanamide

Details

• Internal ID: 9be90881-52e6-4a25-941c-1537535f6848
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: (2R)-N-[(2R)-1-[(1R,9R,10R,11S,12R)-1,12-dihydroxy-3,5-dimethoxy-9-(4-methoxyphenyl)-10-phenyl-8-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene-11-carbonyl]pyrrolidin-2-yl]-2-methylbutanamide
• SMILES (Canonical): CCC(C)C(=O)NC1CCCN1C(=O)C2C(C3(C(C2(C4=C(O3)C=C(C=C4OC)OC)O)O)C5=CC=C(C=C5)OC)C6=CC=CC=C6
• SMILES (Isomeric): CC[C@@H](C)C(=O)N[C@H]1CCCN1C(=O)[C@H]2[C@@H]([C@]3([C@@H]([C@@]2(C4=C(O3)C=C(C=C4OC)OC)O)O)C5=CC=C(C=C5)OC)C6=CC=CC=C6
• InChI: InChI=1S/C36H42N2O8/c1-6-21(2)32(39)37-28-13-10-18-38(28)33(40)31-29(22-11-8-7-9-12-22)36(23-14-16-24(43-3)17-15-23)34(41)35(31,42)30-26(45-5)19-25(44-4)20-27(30)46-36/h7-9,11-12,14-17,19-21,28-29,31,34,41-42H,6,10,13,18H2,1-5H3,(H,37,39)/t21-,28-,29+,31-,34-,35+,36+/m1/s1
• InChI Key: KPCVKSYNYMIDEN-KDKYFWLDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₂N₂O₈
• Molecular Weight: 630.70 g/mol
• Exact Mass: 630.29411630 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.07
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8087	80.87%
Caco-2	-	0.8210	82.10%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4364	43.64%
OATP2B1 inhibitior	+	0.7155	71.55%
OATP1B1 inhibitior	+	0.8378	83.78%
OATP1B3 inhibitior	+	0.9335	93.35%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8544	85.44%
BSEP inhibitior	+	0.9890	98.90%
P-glycoprotein inhibitior	+	0.8701	87.01%
P-glycoprotein substrate	+	0.6816	68.16%
CYP3A4 substrate	+	0.6945	69.45%
CYP2C9 substrate	-	0.6047	60.47%
CYP2D6 substrate	-	0.7884	78.84%
CYP3A4 inhibition	-	0.8193	81.93%
CYP2C9 inhibition	-	0.7865	78.65%
CYP2C19 inhibition	-	0.8165	81.65%
CYP2D6 inhibition	-	0.7720	77.20%
CYP1A2 inhibition	-	0.9169	91.69%
CYP2C8 inhibition	+	0.7066	70.66%
CYP inhibitory promiscuity	-	0.9247	92.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6395	63.95%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9378	93.78%
Skin irritation	-	0.7870	78.70%
Skin corrosion	-	0.9333	93.33%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3795	37.95%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.5165	51.65%
skin sensitisation	-	0.8807	88.07%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6626	66.26%
Acute Oral Toxicity (c)	III	0.6048	60.48%
Estrogen receptor binding	+	0.6893	68.93%
Androgen receptor binding	+	0.7935	79.35%
Thyroid receptor binding	+	0.5645	56.45%
Glucocorticoid receptor binding	+	0.6897	68.97%
Aromatase binding	+	0.5304	53.04%
PPAR gamma	+	0.6564	65.64%
Honey bee toxicity	-	0.8325	83.25%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9176	91.76%

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	99.42%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.96%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.81%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.12%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.40%	85.14%
CHEMBL4208	P20618	Proteasome component C5	94.39%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	93.99%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.98%	95.89%
CHEMBL5203	P33316	dUTP pyrophosphatase	93.91%	99.18%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.63%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.53%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.03%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.61%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.38%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.66%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.04%	93.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.65%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.54%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.77%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	85.19%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.11%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.76%	93.99%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.61%	91.07%
CHEMBL5028	O14672	ADAM10	84.57%	97.50%
CHEMBL240	Q12809	HERG	84.11%	89.76%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.49%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.47%	99.17%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.35%	98.33%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.11%	90.24%

Plants that contains it

• Aglaia archboldiana
• Aglaia elaeagnoidea

Cross-Links

• PubChem: 162995816
• LOTUS: LTS0196483
• wikiData: Q104667766