(1R,2S,3S,6E,8S,9R,10S,12R,16R)-9-[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl]oxy-2-[[(4S,5R,6R,7R,9R)-6-hydroxy-4,9-dimethyl-2-oxo-1,3,8-trioxaspiro[4.5]decan-7-yl]oxymethyl]-3,8,10,12-tetramethyl-4,17-dioxabicyclo[14.1.0]heptadec-6-ene-5,13-dione

Details

• Internal ID: c8877e7a-0905-461a-9ba6-8a12edc60ab7
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1R,2S,3S,6E,8S,9R,10S,12R,16R)-9-[(2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl]oxy-2-[[(4S,5R,6R,7R,9R)-6-hydroxy-4,9-dimethyl-2-oxo-1,3,8-trioxaspiro[4.5]decan-7-yl]oxymethyl]-3,8,10,12-tetramethyl-4,17-dioxabicyclo[14.1.0]heptadec-6-ene-5,13-dione
• SMILES (Canonical): CC1CC(C(=O)CCC2C(O2)C(C(OC(=O)C=CC(C1OC3C(C(C(C(O3)C)O)OC)OC)C)C)COC4C(C5(CC(O4)C)C(OC(=O)O5)C)O)C
• SMILES (Isomeric): C[C@H]1C[C@H](C(=O)CC[C@@H]2[C@H](O2)[C@H]([C@@H](OC(=O)/C=C/[C@@H]([C@@H]1O[C@H]3[C@@H]([C@@H]([C@@H]([C@H](O3)C)O)OC)OC)C)C)CO[C@H]4[C@@H]([C@]5(C[C@H](O4)C)[C@@H](OC(=O)O5)C)O)C
• InChI: InChI=1S/C37H58O15/c1-17-10-13-27(39)47-21(5)24(16-45-35-33(41)37(15-20(4)46-35)23(7)49-36(42)52-37)30-26(50-30)12-11-25(38)18(2)14-19(3)29(17)51-34-32(44-9)31(43-8)28(40)22(6)48-34/h10,13,17-24,26,28-35,40-41H,11-12,14-16H2,1-9H3/b13-10+/t17-,18+,19-,20+,21-,22+,23-,24-,26+,28+,29-,30+,31+,32+,33-,34-,35+,37-/m0/s1
• InChI Key: JRPJKCYMZAFDRS-WVKWLHFHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₈O₁₅
• Molecular Weight: 742.80 g/mol
• Exact Mass: 742.37757114 g/mol
• Topological Polar Surface Area (TPSA): 187.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 15
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8911	89.11%
Caco-2	-	0.8493	84.93%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8410	84.10%
OATP2B1 inhibitior	-	0.8644	86.44%
OATP1B1 inhibitior	+	0.8309	83.09%
OATP1B3 inhibitior	+	0.8657	86.57%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7864	78.64%
BSEP inhibitior	+	0.8835	88.35%
P-glycoprotein inhibitior	+	0.7675	76.75%
P-glycoprotein substrate	+	0.7291	72.91%
CYP3A4 substrate	+	0.7189	71.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8847	88.47%
CYP3A4 inhibition	-	0.7470	74.70%
CYP2C9 inhibition	-	0.8348	83.48%
CYP2C19 inhibition	-	0.8562	85.62%
CYP2D6 inhibition	-	0.9363	93.63%
CYP1A2 inhibition	-	0.8679	86.79%
CYP2C8 inhibition	+	0.6724	67.24%
CYP inhibitory promiscuity	-	0.9040	90.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5756	57.56%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9218	92.18%
Skin irritation	-	0.6861	68.61%
Skin corrosion	-	0.9353	93.53%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7421	74.21%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6074	60.74%
skin sensitisation	-	0.9005	90.05%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8211	82.11%
Acute Oral Toxicity (c)	I	0.5631	56.31%
Estrogen receptor binding	+	0.7016	70.16%
Androgen receptor binding	+	0.6640	66.40%
Thyroid receptor binding	-	0.5855	58.55%
Glucocorticoid receptor binding	+	0.7416	74.16%
Aromatase binding	+	0.5976	59.76%
PPAR gamma	+	0.7181	71.81%
Honey bee toxicity	-	0.6683	66.83%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9718	97.18%

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	99.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.33%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.72%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.63%	98.95%
CHEMBL1871	P10275	Androgen Receptor	89.43%	96.43%
CHEMBL230	P35354	Cyclooxygenase-2	89.35%	89.63%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.64%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.51%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.34%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.17%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.58%	97.36%
CHEMBL4208	P20618	Proteasome component C5	85.36%	90.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.07%	93.04%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.58%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.08%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.86%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.78%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.42%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.65%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.52%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	80.45%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.22%	86.33%

Plants that contains it

• Corylus avellana
• Taxus baccata
• Taxus cuspidata
• Taxus wallichiana

Cross-Links

• PubChem: 162956484
• LOTUS: LTS0254987
• wikiData: Q104389136