Jasnudifloside I

Details

• Internal ID: b95e21f2-4261-459f-af32-ec08b3b42ccf
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1S,5S,6E,7S,14R,15S,16S,17R)-6-ethylidene-16-(hydroxymethyl)-14,17-dimethyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,8,12-trioxatricyclo[13.2.1.05,10]octadec-9-ene-3,11-dione
• SMILES (Canonical): CC=C1C2CC(=O)OC3CC(C(COC(=O)C2=COC1OC4C(C(C(C(O4)CO)O)O)O)C)C(C3C)CO
• SMILES (Isomeric): C/C=C/1\[C@@H]2CC(=O)O[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)CO
• InChI: InChI=1S/C26H38O12/c1-4-13-15-6-20(29)36-18-5-14(16(7-27)12(18)3)11(2)9-34-24(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/b13-4+/t11-,12+,14-,15-,16+,18-,19+,21+,22-,23+,25-,26-/m0/s1
• InChI Key: UYXDHLVWIBOTCN-VWWGNFNJSA-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: 4

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	-	0.8662	86.62%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7981	79.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7861	78.61%
OATP1B3 inhibitior	+	0.8958	89.58%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6162	61.62%
P-glycoprotein inhibitior	-	0.5378	53.78%
P-glycoprotein substrate	-	0.5291	52.91%
CYP3A4 substrate	+	0.6708	67.08%
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	+	0.6480	64.80%
CYP inhibitory promiscuity	-	0.9252	92.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6620	66.20%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9302	93.02%
Skin irritation	-	0.6598	65.98%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	+	0.5346	53.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4143	41.43%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7342	73.42%
skin sensitisation	-	0.9096	90.96%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5723	57.23%
Acute Oral Toxicity (c)	III	0.5475	54.75%
Estrogen receptor binding	+	0.7444	74.44%
Androgen receptor binding	+	0.6134	61.34%
Thyroid receptor binding	-	0.6109	61.09%
Glucocorticoid receptor binding	+	0.7456	74.56%
Aromatase binding	+	0.6451	64.51%
PPAR gamma	+	0.5855	58.55%
Honey bee toxicity	-	0.7023	70.23%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
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
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.22%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.06%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.68%	86.92%
CHEMBL2581	P07339	Cathepsin D	90.83%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.10%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.93%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.47%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	89.33%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.85%	89.00%
CHEMBL220	P22303	Acetylcholinesterase	86.15%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.70%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.37%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.51%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.50%	89.34%
CHEMBL2996	Q05655	Protein kinase C delta	83.13%	97.79%
CHEMBL3401	O75469	Pregnane X receptor	81.66%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.11%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.27%	99.23%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.17%	95.83%

Plants that contains it

• Euonymus japonicus
• Jasminum nudiflorum
• Porella cordaeana
• Porella platyphylla

Cross-Links

• PubChem: 102510586
• NPASS: NPC309326
• LOTUS: LTS0246124
• wikiData: Q105140322