(1R,7S,8E,9S,14S,15S,17R)-8-ethylidene-15-[(2R)-1-hydroxypropan-2-yl]-17-methyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,6,12-trioxatricyclo[12.2.1.04,9]heptadec-4-ene-3,11-dione

Details

• Internal ID: 8ba33938-9226-4fce-aec5-071966865251
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (1R,7S,9S,14S,15S,17R)-8-ethylidene-15-[(2R)-1-hydroxypropan-2-yl]-17-methyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,6,12-trioxatricyclo[12.2.1.04,9]heptadec-4-ene-3,11-dione
• SMILES (Canonical): CC=C1C2CC(=O)OCC3C(C(CC3C(C)CO)OC(=O)C2=COC1OC4C(C(C(C(O4)CO)O)O)O)C
• SMILES (Isomeric): CC=C1[C@@H]2CC(=O)OC[C@@H]3[C@H]([C@@H](C[C@H]3[C@@H](C)CO)OC(=O)C2=CO[C@H]1O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C
• InChI: InChI=1S/C26H38O12/c1-4-13-15-6-20(29)34-9-16-12(3)18(5-14(16)11(2)7-27)36-24(33)17(15)10-35-25(13)38-26-23(32)22(31)21(30)19(8-28)37-26/h4,10-12,14-16,18-19,21-23,25-28,30-32H,5-9H2,1-3H3/t11-,12+,14-,15-,16+,18+,19+,21+,22-,23+,25-,26-/m0/s1
• InChI Key: NRVMCZSNPIHCNL-UFTPZOGVSA-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: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7141	71.41%
Caco-2	-	0.8705	87.05%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7981	79.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8020	80.20%
OATP1B3 inhibitior	+	0.8958	89.58%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6215	62.15%
P-glycoprotein inhibitior	-	0.5273	52.73%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6712	67.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8863	88.63%
CYP3A4 inhibition	-	0.8163	81.63%
CYP2C9 inhibition	-	0.9155	91.55%
CYP2C19 inhibition	-	0.9070	90.70%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.8544	85.44%
CYP2C8 inhibition	+	0.4771	47.71%
CYP inhibitory promiscuity	-	0.9252	92.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6620	66.20%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9254	92.54%
Skin irritation	-	0.6598	65.98%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	+	0.5468	54.68%
Human Ether-a-go-go-Related Gene inhibition	-	0.4425	44.25%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9096	90.96%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5985	59.85%
Acute Oral Toxicity (c)	III	0.5475	54.75%
Estrogen receptor binding	+	0.7566	75.66%
Androgen receptor binding	+	0.5799	57.99%
Thyroid receptor binding	-	0.6330	63.30%
Glucocorticoid receptor binding	+	0.7150	71.50%
Aromatase binding	+	0.5860	58.60%
PPAR gamma	+	0.5864	58.64%
Honey bee toxicity	-	0.6691	66.91%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9773	97.73%

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	96.20%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.29%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.61%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.34%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.93%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.88%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.85%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.41%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.01%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.16%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.54%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.13%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.94%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.03%	99.23%

Plants that contains it

• Jasminum mesnyi
• Jasminum sambac

Cross-Links

• PubChem: 137706262
• LOTUS: LTS0124184
• wikiData: Q104252805