[(Z,2S,3S,5S)-3-acetyloxy-5-hydroxy-7-[(2R)-6-oxo-2,3-dihydropyran-2-yl]hept-6-en-2-yl] acetate

Details

• Internal ID: f8354851-fe37-4c7d-98c3-9fbbafc33d09
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [(Z,2S,3S,5S)-3-acetyloxy-5-hydroxy-7-[(2R)-6-oxo-2,3-dihydropyran-2-yl]hept-6-en-2-yl] acetate
• SMILES (Canonical): CC(C(CC(C=CC1CC=CC(=O)O1)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]([C@H](C[C@@H](/C=C\[C@H]1CC=CC(=O)O1)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C16H22O7/c1-10(21-11(2)17)15(22-12(3)18)9-13(19)7-8-14-5-4-6-16(20)23-14/h4,6-8,10,13-15,19H,5,9H2,1-3H3/b8-7-/t10-,13+,14+,15-/m0/s1
• InChI Key: JYGJXPNZBNLLFY-TXNULSDRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₇
• Molecular Weight: 326.34 g/mol
• Exact Mass: 326.13655304 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.05
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9191	91.91%
Caco-2	-	0.5827	58.27%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7017	70.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8894	88.94%
OATP1B3 inhibitior	+	0.9199	91.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7716	77.16%
P-glycoprotein inhibitior	-	0.6579	65.79%
P-glycoprotein substrate	-	0.6974	69.74%
CYP3A4 substrate	+	0.5675	56.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9000	90.00%
CYP3A4 inhibition	-	0.8762	87.62%
CYP2C9 inhibition	-	0.9780	97.80%
CYP2C19 inhibition	-	0.9418	94.18%
CYP2D6 inhibition	-	0.9289	92.89%
CYP1A2 inhibition	-	0.9674	96.74%
CYP2C8 inhibition	-	0.8916	89.16%
CYP inhibitory promiscuity	-	0.9757	97.57%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8362	83.62%
Carcinogenicity (trinary)	Non-required	0.6958	69.58%
Eye corrosion	-	0.9209	92.09%
Eye irritation	-	0.9598	95.98%
Skin irritation	-	0.6132	61.32%
Skin corrosion	-	0.9192	91.92%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3717	37.17%
Micronuclear	-	0.6141	61.41%
Hepatotoxicity	+	0.5989	59.89%
skin sensitisation	-	0.7922	79.22%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.6803	68.03%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.4833	48.33%
Acute Oral Toxicity (c)	III	0.6478	64.78%
Estrogen receptor binding	+	0.6920	69.20%
Androgen receptor binding	-	0.7391	73.91%
Thyroid receptor binding	-	0.5940	59.40%
Glucocorticoid receptor binding	+	0.6474	64.74%
Aromatase binding	-	0.6245	62.45%
PPAR gamma	-	0.7044	70.44%
Honey bee toxicity	-	0.8236	82.36%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.5000	50.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.63%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.77%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.06%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.76%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.92%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.46%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.20%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.20%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.13%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.77%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.35%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	80.30%	94.73%

Plants that contains it

• Syncolostemon parviflorus

Cross-Links

• PubChem: 42624950
• LOTUS: LTS0087879
• wikiData: Q105136992