15-Deoxo-7,32-O-didesmethyl-rapamycin

Details

• Internal ID: 33f4f546-62eb-4d73-a92e-01c4d7d174c5
• Taxonomy: Phenylpropanoids and polyketides > Macrolide lactams
• IUPAC Name: (1S,9S,12R,15R,16Z,18R,19R,21R,23S,24Z,30S,32R,35R)-1,18,19,30-tetrahydroxy-12-[(2R)-1-[(1S,3S,4R)-4-hydroxy-3-methoxycyclohexyl]propan-2-yl]-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-azatricyclo[30.3.1.04,9]hexatriaconta-16,24,26,28-tetraene-3,10,14,20-tetrone
• SMILES (Canonical): CC1CCC2CC(C(=CC=CC=CC(CC(C(=O)C(C(C(=CC(C(=O)CC(OC(=O)C3CCCCN3C(=O)CC1(O2)O)C(C)CC4CCC(C(C4)OC)O)C)C)O)O)C)C)C)O
• SMILES (Isomeric): C[C@@H]1CC[C@@H]2C[C@@H](C(=CC=C/C=C\[C@H](C[C@H](C(=O)[C@@H]([C@@H](/C(=C\[C@H](C(=O)C[C@@H](OC(=O)[C@@H]3CCCCN3C(=O)C[C@@]1(O2)O)[C@H](C)C[C@@H]4CC[C@H]([C@H](C4)OC)O)C)/C)O)O)C)C)C)O
• InChI: InChI=1S/C49H77NO12/c1-29-14-10-9-11-15-30(2)40(52)26-37-19-17-35(7)49(59,62-37)28-44(54)50-21-13-12-16-38(50)48(58)61-42(32(4)24-36-18-20-39(51)43(25-36)60-8)27-41(53)31(3)23-34(6)46(56)47(57)45(55)33(5)22-29/h9-11,14-15,23,29,31-33,35-40,42-43,46-47,51-52,56-57,59H,12-13,16-22,24-28H2,1-8H3/b11-9?,14-10-,30-15?,34-23-/t29-,31-,32-,33-,35-,36+,37-,38+,39-,40+,42-,43+,46-,47+,49+/m1/s1
• InChI Key: OKJDOGTYAJCIFZ-VGSQRICQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₇NO₁₂
• Molecular Weight: 872.10 g/mol
• Exact Mass: 871.54457689 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.69
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7854	78.54%
Caco-2	-	0.8598	85.98%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6595	65.95%
OATP2B1 inhibitior	-	0.7263	72.63%
OATP1B1 inhibitior	+	0.8187	81.87%
OATP1B3 inhibitior	+	0.9193	91.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9879	98.79%
P-glycoprotein inhibitior	+	0.7622	76.22%
P-glycoprotein substrate	+	0.8770	87.70%
CYP3A4 substrate	+	0.7572	75.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8902	89.02%
CYP3A4 inhibition	-	0.9397	93.97%
CYP2C9 inhibition	-	0.9135	91.35%
CYP2C19 inhibition	-	0.9251	92.51%
CYP2D6 inhibition	-	0.9435	94.35%
CYP1A2 inhibition	-	0.9038	90.38%
CYP2C8 inhibition	+	0.7425	74.25%
CYP inhibitory promiscuity	-	0.9868	98.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4567	45.67%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9109	91.09%
Skin irritation	-	0.7415	74.15%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	-	0.5370	53.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7285	72.85%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6906	69.06%
skin sensitisation	-	0.8771	87.71%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.6963	69.63%
Acute Oral Toxicity (c)	III	0.6297	62.97%
Estrogen receptor binding	+	0.8651	86.51%
Androgen receptor binding	+	0.7745	77.45%
Thyroid receptor binding	+	0.6801	68.01%
Glucocorticoid receptor binding	+	0.7812	78.12%
Aromatase binding	+	0.6668	66.68%
PPAR gamma	+	0.8131	81.31%
Honey bee toxicity	-	0.6021	60.21%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.7771	77.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1902	P62942	FK506-binding protein 1A	99.55%	97.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.94%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.85%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.57%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.11%	98.95%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	94.48%	92.78%
CHEMBL2052031	Q13451	Peptidyl-prolyl cis-trans isomerase FKBP5	94.43%	88.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.77%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	91.48%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.48%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.61%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.18%	86.33%
CHEMBL204	P00734	Thrombin	90.08%	96.01%
CHEMBL3820	P35557	Hexokinase type IV	88.40%	91.96%
CHEMBL1871	P10275	Androgen Receptor	88.31%	96.43%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.01%	93.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.69%	93.99%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.15%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.58%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.51%	99.23%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.74%	90.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.60%	100.00%
CHEMBL3837	P07711	Cathepsin L	83.23%	96.61%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.01%	90.24%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.64%	96.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.25%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.53%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.52%	93.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.89%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.40%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585534
• LOTUS: LTS0002180
• wikiData: Q77424691