(1R,9R,10S,11R,12S)-1-hydroxy-N-[4-[[(E)-4-hydroxy-2-methylbut-2-enoyl]amino]butyl]-3,5-dimethoxy-9-(4-methoxyphenyl)-10-phenyl-12-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene-11-carboxamide

Details

• Internal ID: d0f373d0-6131-4fc5-84f3-5fd983358a2a
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: (1R,9R,10S,11R,12S)-1-hydroxy-N-[4-[[(E)-4-hydroxy-2-methylbut-2-enoyl]amino]butyl]-3,5-dimethoxy-9-(4-methoxyphenyl)-10-phenyl-12-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene-11-carboxamide
• SMILES (Canonical): CC(=CCO)C(=O)NCCCCNC(=O)C1C(C2(C(C1(C3=C(O2)C=C(C=C3OC)OC)O)OC4C(C(C(C(O4)CO)O)O)O)C5=CC=C(C=C5)OC)C6=CC=CC=C6
• SMILES (Isomeric): C/C(=C\CO)/C(=O)NCCCCNC(=O)[C@@H]1[C@H]([C@]2([C@H]([C@@]1(C3=C(O2)C=C(C=C3OC)OC)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C5=CC=C(C=C5)OC)C6=CC=CC=C6
• InChI: InChI=1S/C42H52N2O14/c1-23(16-19-45)37(50)43-17-8-9-18-44-38(51)33-31(24-10-6-5-7-11-24)42(25-12-14-26(53-2)15-13-25)40(57-39-36(49)35(48)34(47)30(22-46)56-39)41(33,52)32-28(55-4)20-27(54-3)21-29(32)58-42/h5-7,10-16,20-21,30-31,33-36,39-40,45-49,52H,8-9,17-19,22H2,1-4H3,(H,43,50)(H,44,51)/b23-16+/t30-,31-,33+,34-,35+,36-,39+,40+,41+,42+/m1/s1
• InChI Key: AVAKDVULNKXCEJ-DHCPAFAVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₂N₂O₁₄
• Molecular Weight: 808.90 g/mol
• Exact Mass: 808.34185434 g/mol
• Topological Polar Surface Area (TPSA): 235.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6446	64.46%
Caco-2	-	0.8661	86.61%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5292	52.92%
OATP2B1 inhibitior	-	0.7134	71.34%
OATP1B1 inhibitior	+	0.8260	82.60%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.9100	91.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9245	92.45%
P-glycoprotein inhibitior	+	0.7682	76.82%
P-glycoprotein substrate	+	0.6067	60.67%
CYP3A4 substrate	+	0.7117	71.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8718	87.18%
CYP3A4 inhibition	-	0.7367	73.67%
CYP2C9 inhibition	-	0.7650	76.50%
CYP2C19 inhibition	-	0.7987	79.87%
CYP2D6 inhibition	-	0.8913	89.13%
CYP1A2 inhibition	-	0.7942	79.42%
CYP2C8 inhibition	+	0.8023	80.23%
CYP inhibitory promiscuity	-	0.8221	82.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6111	61.11%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9182	91.82%
Skin irritation	-	0.7561	75.61%
Skin corrosion	-	0.9287	92.87%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6696	66.96%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.7094	70.94%
skin sensitisation	-	0.8564	85.64%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7415	74.15%
Acute Oral Toxicity (c)	III	0.5837	58.37%
Estrogen receptor binding	+	0.8111	81.11%
Androgen receptor binding	+	0.7676	76.76%
Thyroid receptor binding	+	0.5849	58.49%
Glucocorticoid receptor binding	+	0.7068	70.68%
Aromatase binding	+	0.5789	57.89%
PPAR gamma	+	0.7645	76.45%
Honey bee toxicity	-	0.7683	76.83%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8920	89.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.68%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.36%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.72%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.84%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.43%	86.33%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	91.82%	89.44%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	91.72%	85.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.58%	99.17%
CHEMBL4208	P20618	Proteasome component C5	89.05%	90.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.12%	94.08%
CHEMBL340	P08684	Cytochrome P450 3A4	86.91%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.50%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	85.35%	94.73%
CHEMBL5028	O14672	ADAM10	85.04%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.93%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.23%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.90%	95.89%
CHEMBL2535	P11166	Glucose transporter	82.13%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.98%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.88%	91.07%
CHEMBL221	P23219	Cyclooxygenase-1	81.84%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.74%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.86%	93.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.81%	89.67%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.71%	94.62%

Plants that contains it

• Aglaia spectabilis
• Pyrola media
• Senecio rosmarinifolius

Cross-Links

• PubChem: 10865699
• NPASS: NPC296353
• LOTUS: LTS0000740
• wikiData: Q104919260