[(1S,3R,5R,7S,9S,10E,12E,14R,15S,18Z,20E,22S,23S,25S,26S,27R,30S,31S,33R,34S,35R)-15-[(E,2S)-10-[(N,N'-dimethylcarbamimidoyl)amino]dec-6-en-2-yl]-3,7,9,23,25,27,31,33,34,35-decahydroxy-10,14,18,22,26,30-hexamethyl-17-oxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-10,12,18,20-tetraen-5-yl] 3-oxobutanoate

Details

• Internal ID: c29366cc-0a3e-497e-ad36-e71186fe85a9
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: [(1S,3R,5R,7S,9S,10E,12E,14R,15S,18Z,20E,22S,23S,25S,26S,27R,30S,31S,33R,34S,35R)-15-[(E,2S)-10-[(N,N'-dimethylcarbamimidoyl)amino]dec-6-en-2-yl]-3,7,9,23,25,27,31,33,34,35-decahydroxy-10,14,18,22,26,30-hexamethyl-17-oxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-10,12,18,20-tetraen-5-yl] 3-oxobutanoate
• SMILES (Canonical): CC1CCC(C(C(CC(C(C=CC=C(C(=O)OC(C(C=CC=C(C(CC(CC(CC(CC2CC(C(C(O2)(CC1O)O)O)O)O)OC(=O)CC(=O)C)O)O)C)C)C(C)CCCC=CCCCNC(=NC)NC)C)C)O)O)C)O
• SMILES (Isomeric): C[C@H]1CC[C@H]([C@@H]([C@H](C[C@@H]([C@H](/C=C/C=C(\C(=O)O[C@H]([C@@H](/C=C/C=C(/[C@H](C[C@@H](C[C@H](C[C@@H](C[C@H]2C[C@H]([C@@H]([C@](O2)(C[C@@H]1O)O)O)O)O)OC(=O)CC(=O)C)O)O)\C)C)[C@@H](C)CCC/C=C/CCCNC(=NC)NC)/C)C)O)O)C)O
• InChI: InChI=1S/C58H99N3O16/c1-35-20-17-22-39(5)54(38(4)19-15-13-11-12-14-16-26-61-57(59-9)60-10)76-56(73)40(6)23-18-21-36(2)49(67)33-50(68)42(8)47(65)25-24-37(3)52(70)34-58(74)55(72)51(69)32-46(77-58)30-43(63)28-45(29-44(64)31-48(35)66)75-53(71)27-41(7)62/h11-12,17-18,20-23,36-39,42-52,54-55,63-70,72,74H,13-16,19,24-34H2,1-10H3,(H2,59,60,61)/b12-11+,21-18+,22-17+,35-20+,40-23-/t36-,37-,38-,39+,42-,43-,44+,45-,46-,47+,48-,49-,50-,51+,52-,54-,55-,58+/m0/s1
• InChI Key: NAFZIPJJTQZDDG-QGZYEHGFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₉N₃O₁₆
• Molecular Weight: 1094.40 g/mol
• Exact Mass: 1093.70253408 g/mol
• Topological Polar Surface Area (TPSA): 318.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.14
• H-Bond Acceptor: 17
• H-Bond Donor: 12
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7203	72.03%
Caco-2	-	0.8609	86.09%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6635	66.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8051	80.51%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9857	98.57%
P-glycoprotein inhibitior	+	0.7448	74.48%
P-glycoprotein substrate	+	0.8529	85.29%
CYP3A4 substrate	+	0.7480	74.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8794	87.94%
CYP3A4 inhibition	-	0.9149	91.49%
CYP2C9 inhibition	-	0.8158	81.58%
CYP2C19 inhibition	-	0.8191	81.91%
CYP2D6 inhibition	-	0.8863	88.63%
CYP1A2 inhibition	-	0.8082	80.82%
CYP2C8 inhibition	+	0.8229	82.29%
CYP inhibitory promiscuity	-	0.9866	98.66%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6033	60.33%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.8994	89.94%
Skin irritation	-	0.7280	72.80%
Skin corrosion	-	0.9202	92.02%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7887	78.87%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8139	81.39%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7268	72.68%
Acute Oral Toxicity (c)	III	0.5665	56.65%
Estrogen receptor binding	+	0.8052	80.52%
Androgen receptor binding	+	0.6678	66.78%
Thyroid receptor binding	+	0.6537	65.37%
Glucocorticoid receptor binding	+	0.8014	80.14%
Aromatase binding	+	0.5587	55.87%
PPAR gamma	+	0.8337	83.37%
Honey bee toxicity	-	0.5963	59.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.6860	68.60%

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	99.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.90%	96.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.47%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.47%	94.80%
CHEMBL2581	P07339	Cathepsin D	93.90%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.65%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.34%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.58%	99.17%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	91.23%	95.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.97%	96.77%
CHEMBL3401	O75469	Pregnane X receptor	90.65%	94.73%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.55%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.02%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.00%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.82%	91.07%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.70%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.00%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.16%	97.21%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.64%	95.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.95%	95.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.64%	96.90%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.36%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.64%	91.19%
CHEMBL5028	O14672	ADAM10	82.22%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	82.15%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.86%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.36%	93.56%
CHEMBL4805	Q99572	P2X purinoceptor 7	80.84%	97.50%
CHEMBL2535	P11166	Glucose transporter	80.37%	98.75%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.37%	94.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163192146
• LOTUS: LTS0223400
• wikiData: Q105176221