[(3R,4S,5S,6R,7R,9S,11R,13S,15R,16S,17S,18R,20S,21S,24Z,26Z,28S)-3,4,16,17-tetrahydroxy-15-(hydroxymethyl)-3,6,20-trimethyl-23-oxo-9-phenyl-8,10,14,22,34-pentaoxaoctacyclo[27.2.2.15,9.04,11.07,12.07,18.013,15.017,21]tetratriaconta-24,26-dien-28-yl] 3-methylbutanoate

Details

• Internal ID: 2466e346-fddd-4ca3-b61b-c2b56ab9f53b
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: [(3R,4S,5S,6R,7R,9S,11R,13S,15R,16S,17S,18R,20S,21S,24Z,26Z,28S)-3,4,16,17-tetrahydroxy-15-(hydroxymethyl)-3,6,20-trimethyl-23-oxo-9-phenyl-8,10,14,22,34-pentaoxaoctacyclo[27.2.2.15,9.04,11.07,12.07,18.013,15.017,21]tetratriaconta-24,26-dien-28-yl] 3-methylbutanoate
• SMILES (Canonical): CC1CC2C34C(C5C6(C(C3C7C(O7)(C(C2(C1OC(=O)C=CC=CC(C8CCC(CC8)CC6(C)O)OC(=O)CC(C)C)O)O)CO)OC(O5)(O4)C9=CC=CC=C9)O)C
• SMILES (Isomeric): C[C@H]1C[C@H]2[C@@]34[C@@H]([C@H]5[C@@]6([C@@H](C3[C@H]7[C@](O7)([C@H]([C@@]2([C@H]1OC(=O)/C=C\C=C/[C@H](C8CCC(CC8)C[C@@]6(C)O)OC(=O)CC(C)C)O)O)CO)O[C@](O5)(O4)C9=CC=CC=C9)O)C
• InChI: InChI=1S/C44H58O13/c1-23(2)19-32(47)52-29-13-9-10-14-31(46)53-34-24(3)20-30-41(34,50)38(48)40(22-45)36(54-40)33-37-43(51,39(5,49)21-26-15-17-27(29)18-16-26)35-25(4)42(30,33)57-44(55-35,56-37)28-11-7-6-8-12-28/h6-14,23-27,29-30,33-38,45,48-51H,15-22H2,1-5H3/b13-9-,14-10-/t24-,25+,26?,27?,29+,30+,33?,34-,35-,36-,37+,38+,39+,40-,41+,42-,43-,44-/m0/s1
• InChI Key: QVIUACDGRCSSBR-BDCXYTIRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₈O₁₃
• Molecular Weight: 794.90 g/mol
• Exact Mass: 794.38774190 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8045	80.45%
Caco-2	-	0.8617	86.17%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7793	77.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8202	82.02%
OATP1B3 inhibitior	+	0.8912	89.12%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8037	80.37%
BSEP inhibitior	+	0.9244	92.44%
P-glycoprotein inhibitior	+	0.7530	75.30%
P-glycoprotein substrate	+	0.7492	74.92%
CYP3A4 substrate	+	0.7412	74.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8800	88.00%
CYP3A4 inhibition	+	0.5369	53.69%
CYP2C9 inhibition	-	0.7457	74.57%
CYP2C19 inhibition	-	0.8210	82.10%
CYP2D6 inhibition	-	0.9211	92.11%
CYP1A2 inhibition	-	0.8333	83.33%
CYP2C8 inhibition	+	0.7489	74.89%
CYP inhibitory promiscuity	-	0.8979	89.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6299	62.99%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9135	91.35%
Skin irritation	-	0.7289	72.89%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7855	78.55%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8776	87.76%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5702	57.02%
Acute Oral Toxicity (c)	I	0.3889	38.89%
Estrogen receptor binding	+	0.7597	75.97%
Androgen receptor binding	+	0.7533	75.33%
Thyroid receptor binding	+	0.5427	54.27%
Glucocorticoid receptor binding	+	0.7012	70.12%
Aromatase binding	+	0.5777	57.77%
PPAR gamma	+	0.7355	73.55%
Honey bee toxicity	-	0.6942	69.42%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9798	97.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.37%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.83%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.67%	91.11%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	96.66%	94.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.38%	94.62%
CHEMBL2996	Q05655	Protein kinase C delta	94.24%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.89%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.62%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	93.14%	94.08%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.44%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.48%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.07%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.90%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	90.82%	90.17%
CHEMBL4423	P51684	C-C chemokine receptor type 6	89.85%	91.50%
CHEMBL299	P17252	Protein kinase C alpha	89.65%	98.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.65%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.01%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.62%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.15%	91.07%
CHEMBL5028	O14672	ADAM10	83.65%	97.50%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	83.19%	94.97%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.90%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	80.43%	91.19%

Plants that contains it

• Trigonostemon reidioides

Cross-Links

• PubChem: 101340623
• LOTUS: LTS0257425
• wikiData: Q104399024