(1R,4S,5R,9R,16R,23R)-5-[(1S,2S,3S,4E,6E,8E)-1,2-dihydroxy-3,7-dimethyl-9-phenylnona-4,6,8-trienyl]-4,9,23-trihydroxy-16-(1H-indol-3-ylmethyl)-20-methyl-2,6,11,14,17,20,24-heptazabicyclo[21.3.0]hexacosane-3,7,12,15,18,21,25-heptone

Details

• Internal ID: b56cd8e9-3e4f-4886-b083-8c1238da5f22
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: (1R,4S,5R,9R,16R,23R)-5-[(1S,2S,3S,4E,6E,8E)-1,2-dihydroxy-3,7-dimethyl-9-phenylnona-4,6,8-trienyl]-4,9,23-trihydroxy-16-(1H-indol-3-ylmethyl)-20-methyl-2,6,11,14,17,20,24-heptazabicyclo[21.3.0]hexacosane-3,7,12,15,18,21,25-heptone
• InChI: InChI=1S/C46H58N8O12/c1-26(16-17-28-12-5-4-6-13-28)10-9-11-27(2)41(61)42(62)40-43(63)45(65)51-34-20-36(57)53-46(34,66)21-39(60)54(3)25-38(59)50-33(18-29-22-47-32-15-8-7-14-31(29)32)44(64)49-24-37(58)48-23-30(55)19-35(56)52-40/h4-17,22,27,30,33-34,40-43,47,55,61-63,66H,18-21,23-25H2,1-3H3,(H,48,58)(H,49,64)(H,50,59)(H,51,65)(H,52,56)(H,53,57)/b11-9+,17-16+,26-10+/t27-,30+,33+,34+,40+,41-,42-,43-,46+/m0/s1
• InChI Key: SXYYIGSIRKQLMF-SLUBZVDJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₈N₈O₁₂
• Molecular Weight: 915.00 g/mol
• Exact Mass: 914.41741932 g/mol
• Topological Polar Surface Area (TPSA): 312.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.85
• H-Bond Acceptor: 12
• H-Bond Donor: 12
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9277	92.77%
Caco-2	-	0.8690	86.90%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.3465	34.65%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.8276	82.76%
OATP1B3 inhibitior	+	0.9178	91.78%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9456	94.56%
P-glycoprotein inhibitior	+	0.7446	74.46%
P-glycoprotein substrate	+	0.8515	85.15%
CYP3A4 substrate	+	0.7463	74.63%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8457	84.57%
CYP3A4 inhibition	-	0.9236	92.36%
CYP2C9 inhibition	-	0.8683	86.83%
CYP2C19 inhibition	-	0.8548	85.48%
CYP2D6 inhibition	-	0.9164	91.64%
CYP1A2 inhibition	-	0.8178	81.78%
CYP2C8 inhibition	+	0.7779	77.79%
CYP inhibitory promiscuity	-	0.9385	93.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5417	54.17%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9051	90.51%
Skin irritation	-	0.7507	75.07%
Skin corrosion	-	0.9258	92.58%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6909	69.09%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.7862	78.62%
skin sensitisation	-	0.8633	86.33%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6956	69.56%
Acute Oral Toxicity (c)	III	0.5758	57.58%
Estrogen receptor binding	+	0.7965	79.65%
Androgen receptor binding	+	0.7264	72.64%
Thyroid receptor binding	+	0.6253	62.53%
Glucocorticoid receptor binding	+	0.6636	66.36%
Aromatase binding	+	0.5610	56.10%
PPAR gamma	+	0.7764	77.64%
Honey bee toxicity	-	0.6488	64.88%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8715	87.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3192	Q9BY41	Histone deacetylase 8	99.59%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.55%	85.14%
CHEMBL2581	P07339	Cathepsin D	99.50%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.02%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	98.66%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.51%	96.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	97.27%	88.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.20%	95.56%
CHEMBL3524	P56524	Histone deacetylase 4	95.94%	92.97%
CHEMBL4040	P28482	MAP kinase ERK2	95.91%	83.82%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.43%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.04%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.90%	89.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	93.10%	96.39%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.37%	86.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.46%	97.64%
CHEMBL228	P31645	Serotonin transporter	89.93%	95.51%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.55%	97.09%
CHEMBL325	Q13547	Histone deacetylase 1	89.47%	95.92%
CHEMBL222	P23975	Norepinephrine transporter	89.44%	96.06%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.02%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.37%	95.83%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.93%	99.23%
CHEMBL217	P14416	Dopamine D2 receptor	85.13%	95.62%
CHEMBL255	P29275	Adenosine A2b receptor	84.50%	98.59%
CHEMBL321	P14780	Matrix metalloproteinase 9	84.40%	92.12%
CHEMBL1902	P62942	FK506-binding protein 1A	84.32%	97.05%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.09%	89.62%
CHEMBL1829	O15379	Histone deacetylase 3	83.92%	95.00%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	83.07%	95.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.61%	92.62%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.58%	89.44%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.34%	96.25%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.61%	94.62%
CHEMBL1951	P21397	Monoamine oxidase A	80.77%	91.49%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.72%	85.83%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10724461
• LOTUS: LTS0146016
• wikiData: Q105263426