[(1R)-1-[(1S,3R,4S,5S,9R,13S,14R)-13-hydroxy-3-[(2S,5S)-5-(3-hydroxyphenyl)-5-methoxypentan-2-yl]-4,14,16,16-tetramethyl-7,11-dioxo-2,6,10,17-tetraoxatricyclo[11.3.1.11,5]octadecan-9-yl]ethyl] acetate

Details

• Internal ID: 304bcb98-a873-4a5b-82c9-2baa2f61a268
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: [(1R)-1-[(1S,3R,4S,5S,9R,13S,14R)-13-hydroxy-3-[(2S,5S)-5-(3-hydroxyphenyl)-5-methoxypentan-2-yl]-4,14,16,16-tetramethyl-7,11-dioxo-2,6,10,17-tetraoxatricyclo[11.3.1.11,5]octadecan-9-yl]ethyl] acetate
• SMILES (Canonical): CC1CC(C23CC(C(C(O2)C(C)CCC(C4=CC(=CC=C4)O)OC)C)OC(=O)CC(OC(=O)CC1(O3)O)C(C)OC(=O)C)(C)C
• SMILES (Isomeric): C[C@@H]1CC([C@@]23C[C@@H]([C@@H]([C@H](O2)[C@@H](C)CC[C@@H](C4=CC(=CC=C4)O)OC)C)OC(=O)C[C@@H](OC(=O)C[C@@]1(O3)O)[C@@H](C)OC(=O)C)(C)C
• InChI: InChI=1S/C34H50O11/c1-19(12-13-26(40-8)24-10-9-11-25(36)14-24)31-21(3)28-17-34(44-31)32(6,7)16-20(2)33(39,45-34)18-30(38)42-27(15-29(37)43-28)22(4)41-23(5)35/h9-11,14,19-22,26-28,31,36,39H,12-13,15-18H2,1-8H3/t19-,20+,21-,22+,26-,27+,28-,31+,33-,34-/m0/s1
• InChI Key: TYIVYKUKAGDZDP-YLTPYHKWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₀O₁₁
• Molecular Weight: 634.80 g/mol
• Exact Mass: 634.33531241 g/mol
• Topological Polar Surface Area (TPSA): 147.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.96
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9341	93.41%
Caco-2	-	0.8200	82.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7727	77.27%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	-	0.3456	34.56%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9244	92.44%
P-glycoprotein inhibitior	+	0.7851	78.51%
P-glycoprotein substrate	+	0.7846	78.46%
CYP3A4 substrate	+	0.7248	72.48%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8636	86.36%
CYP3A4 inhibition	-	0.6717	67.17%
CYP2C9 inhibition	-	0.8949	89.49%
CYP2C19 inhibition	-	0.8792	87.92%
CYP2D6 inhibition	-	0.9486	94.86%
CYP1A2 inhibition	-	0.7378	73.78%
CYP2C8 inhibition	+	0.6518	65.18%
CYP inhibitory promiscuity	-	0.9651	96.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6529	65.29%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9246	92.46%
Skin irritation	-	0.7067	70.67%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4941	49.41%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5642	56.42%
skin sensitisation	-	0.9124	91.24%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5905	59.05%
Acute Oral Toxicity (c)	III	0.3458	34.58%
Estrogen receptor binding	+	0.7837	78.37%
Androgen receptor binding	+	0.6933	69.33%
Thyroid receptor binding	+	0.5404	54.04%
Glucocorticoid receptor binding	+	0.7770	77.70%
Aromatase binding	+	0.7263	72.63%
PPAR gamma	+	0.7824	78.24%
Honey bee toxicity	-	0.6912	69.12%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5762	57.62%
Fish aquatic toxicity	+	0.9737	97.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.30%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.59%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.30%	91.11%
CHEMBL236	P41143	Delta opioid receptor	96.76%	99.35%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.76%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	96.47%	97.79%
CHEMBL240	Q12809	HERG	96.36%	89.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.23%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.41%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.65%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.44%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.19%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	89.62%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.34%	94.80%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.03%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.33%	97.25%
CHEMBL1902	P62942	FK506-binding protein 1A	85.41%	97.05%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.75%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	83.01%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.41%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.20%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.15%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.43%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.61%	99.15%

Plants that contains it

• Cinnamomum camphora

Cross-Links

• PubChem: 21672112
• NPASS: NPC234104