(3Z,5E,7R,8R,9S,10S,11R,13E,15E,17S,18R)-9-ethyl-8,10-dihydroxy-18-[(2S,3R,4S)-3-hydroxy-4-[(2R,4R,5S,6R)-2-hydroxy-5-methyl-6-[(E)-prop-1-enyl]-4-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]pentan-2-yl]-3,17-dimethoxy-5,7,11,13-tetramethyl-1-oxacyclooctadeca-3,5,13,15-tetraen-2-one

Details

• Internal ID: acf1d47b-ab52-4040-a4e5-24d678a54784
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (3Z,5E,7R,8R,9S,10S,11R,13E,15E,17S,18R)-9-ethyl-8,10-dihydroxy-18-[(2S,3R,4S)-3-hydroxy-4-[(2R,4R,5S,6R)-2-hydroxy-5-methyl-6-[(E)-prop-1-enyl]-4-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]pentan-2-yl]-3,17-dimethoxy-5,7,11,13-tetramethyl-1-oxacyclooctadeca-3,5,13,15-tetraen-2-one
• SMILES (Canonical): CCC1C(C(CC(=CC=CC(C(OC(=O)C(=CC(=CC(C1O)C)C)OC)C(C)C(C(C)C2(CC(C(C(O2)C=CC)C)OC3C(C(C(C(O3)C)O)O)O)O)O)OC)C)C)O
• SMILES (Isomeric): CC[C@H]1[C@H]([C@@H](C/C(=C/C=C/[C@@H]([C@H](OC(=O)/C(=C/C(=C/[C@H]([C@H]1O)C)/C)/OC)[C@@H](C)[C@H]([C@H](C)[C@]2(C[C@H]([C@@H]([C@H](O2)/C=C/C)C)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O)O)OC)/C)C)O
• InChI: InChI=1S/C45H74O14/c1-13-16-32-27(7)35(57-44-41(51)40(50)39(49)30(10)56-44)22-45(53,59-32)29(9)38(48)28(8)42-33(54-11)18-15-17-23(3)19-25(5)36(46)31(14-2)37(47)26(6)20-24(4)21-34(55-12)43(52)58-42/h13,15-18,20-21,25-33,35-42,44,46-51,53H,14,19,22H2,1-12H3/b16-13+,18-15+,23-17+,24-20+,34-21-/t25-,26-,27-,28+,29+,30+,31+,32-,33+,35-,36+,37-,38-,39+,40-,41-,42-,44+,45-/m1/s1
• InChI Key: ILXDBTYMIBFXON-BQGARLQOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₄O₁₄
• Molecular Weight: 839.10 g/mol
• Exact Mass: 838.50785703 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 3.85
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6582	65.82%
Caco-2	-	0.8722	87.22%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6222	62.22%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8189	81.89%
OATP1B3 inhibitior	+	0.8741	87.41%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9499	94.99%
P-glycoprotein inhibitior	+	0.7368	73.68%
P-glycoprotein substrate	+	0.7868	78.68%
CYP3A4 substrate	+	0.7240	72.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8748	87.48%
CYP3A4 inhibition	-	0.8565	85.65%
CYP2C9 inhibition	-	0.8851	88.51%
CYP2C19 inhibition	-	0.7850	78.50%
CYP2D6 inhibition	-	0.9173	91.73%
CYP1A2 inhibition	-	0.9423	94.23%
CYP2C8 inhibition	+	0.7770	77.70%
CYP inhibitory promiscuity	-	0.9026	90.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6731	67.31%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9074	90.74%
Skin irritation	-	0.6659	66.59%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.5570	55.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7837	78.37%
Micronuclear	-	0.6541	65.41%
Hepatotoxicity	-	0.5382	53.82%
skin sensitisation	-	0.8276	82.76%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8263	82.63%
Acute Oral Toxicity (c)	III	0.5137	51.37%
Estrogen receptor binding	+	0.7758	77.58%
Androgen receptor binding	+	0.5786	57.86%
Thyroid receptor binding	+	0.5870	58.70%
Glucocorticoid receptor binding	+	0.7826	78.26%
Aromatase binding	+	0.5282	52.82%
PPAR gamma	+	0.7734	77.34%
Honey bee toxicity	-	0.5931	59.31%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9163	91.63%

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	99.41%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.22%	85.14%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	98.35%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.72%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.83%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.76%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.34%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.24%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.86%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.37%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	88.96%	94.73%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.65%	97.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.64%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.50%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.09%	94.80%
CHEMBL1902	P62942	FK506-binding protein 1A	87.01%	97.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.95%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.72%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.26%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.75%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.32%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.55%	97.14%
CHEMBL2535	P11166	Glucose transporter	84.31%	98.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.17%	96.77%
CHEMBL1951	P21397	Monoamine oxidase A	82.80%	91.49%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.67%	91.07%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.08%	93.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.99%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.42%	95.93%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.68%	95.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101682057
• LOTUS: LTS0165384
• wikiData: Q77560668