(1S,6S,7E,8S,15R,16S,17R,18R)-7-ethylidene-17-hydroxy-15,18-dimethyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9,13-trioxatricyclo[14.2.1.06,11]nonadec-10-ene-4,12-dione

Details

• Internal ID: 56339127-c809-43bd-b5fc-bd024b1dd82b
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1S,6S,7E,8S,15R,16S,17R,18R)-7-ethylidene-17-hydroxy-15,18-dimethyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9,13-trioxatricyclo[14.2.1.06,11]nonadec-10-ene-4,12-dione
• SMILES (Canonical): CC=C1C2CC(=O)OCC3CC(C(COC(=O)C2=COC1OC4C(C(C(C(O4)CO)O)O)O)C)C(C3C)O
• SMILES (Isomeric): C/C=C/1\[C@@H]2CC(=O)OC[C@H]3C[C@@H]([C@H](COC(=O)C2=CO[C@H]1O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C)[C@@H]([C@@H]3C)O
• InChI: InChI=1S/C26H38O12/c1-4-14-16-6-19(28)34-9-13-5-15(20(29)12(13)3)11(2)8-35-24(33)17(16)10-36-25(14)38-26-23(32)22(31)21(30)18(7-27)37-26/h4,10-13,15-16,18,20-23,25-27,29-32H,5-9H2,1-3H3/b14-4+/t11-,12+,13+,15-,16-,18+,20+,21+,22-,23+,25-,26-/m0/s1
• InChI Key: UYSMLKGXZWICKU-MXDSJKIKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₁₂
• Molecular Weight: 542.60 g/mol
• Exact Mass: 542.23632664 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.64
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6944	69.44%
Caco-2	-	0.8496	84.96%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7655	76.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8078	80.78%
OATP1B3 inhibitior	+	0.9116	91.16%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5084	50.84%
P-glycoprotein inhibitior	-	0.5250	52.50%
P-glycoprotein substrate	-	0.5151	51.51%
CYP3A4 substrate	+	0.6752	67.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8863	88.63%
CYP3A4 inhibition	-	0.8199	81.99%
CYP2C9 inhibition	-	0.9003	90.03%
CYP2C19 inhibition	-	0.8963	89.63%
CYP2D6 inhibition	-	0.9321	93.21%
CYP1A2 inhibition	-	0.8528	85.28%
CYP2C8 inhibition	+	0.5402	54.02%
CYP inhibitory promiscuity	-	0.8941	89.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6141	61.41%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9392	93.92%
Skin irritation	-	0.6676	66.76%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	+	0.5514	55.14%
Human Ether-a-go-go-Related Gene inhibition	+	0.6473	64.73%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6926	69.26%
skin sensitisation	-	0.9018	90.18%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6795	67.95%
Acute Oral Toxicity (c)	III	0.6273	62.73%
Estrogen receptor binding	+	0.7364	73.64%
Androgen receptor binding	+	0.6089	60.89%
Thyroid receptor binding	-	0.5939	59.39%
Glucocorticoid receptor binding	+	0.7473	74.73%
Aromatase binding	+	0.5791	57.91%
PPAR gamma	+	0.5421	54.21%
Honey bee toxicity	-	0.6774	67.74%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9586	95.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.89%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.41%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.91%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.84%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.73%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.44%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.38%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.99%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.85%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.32%	86.92%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.37%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.28%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.93%	95.83%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.90%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.18%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	80.04%	94.45%

Plants that contains it

• Jasminum nudiflorum

Cross-Links

• PubChem: 163190471
• LOTUS: LTS0051471
• wikiData: Q105281918