[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2E,6E)-2,6-dimethyl-8-oxoocta-2,6-dienoate

Details

• Internal ID: d1e388b6-cb61-44ca-b8be-3be9a2084aeb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2E,6E)-2,6-dimethyl-8-oxoocta-2,6-dienoate
• InChI: InChI=1S/C16H24O8/c1-9(6-7-17)4-3-5-10(2)15(22)24-16-14(21)13(20)12(19)11(8-18)23-16/h5-7,11-14,16,18-21H,3-4,8H2,1-2H3/b9-6+,10-5+/t11-,12-,13+,14-,16+/m1/s1
• InChI Key: SKLSHFGTAZCMHL-KOYXEPTDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₈
• Molecular Weight: 344.36 g/mol
• Exact Mass: 344.14711772 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.80
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6533	65.33%
Caco-2	-	0.7686	76.86%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8631	86.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8340	83.40%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6697	66.97%
P-glycoprotein inhibitior	-	0.8544	85.44%
P-glycoprotein substrate	-	0.9175	91.75%
CYP3A4 substrate	+	0.5738	57.38%
CYP2C9 substrate	+	0.5961	59.61%
CYP2D6 substrate	-	0.8790	87.90%
CYP3A4 inhibition	-	0.8360	83.60%
CYP2C9 inhibition	-	0.8421	84.21%
CYP2C19 inhibition	-	0.8505	85.05%
CYP2D6 inhibition	-	0.8886	88.86%
CYP1A2 inhibition	-	0.8143	81.43%
CYP2C8 inhibition	-	0.8303	83.03%
CYP inhibitory promiscuity	-	0.9242	92.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7746	77.46%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9834	98.34%
Skin irritation	-	0.7330	73.30%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7486	74.86%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6770	67.70%
skin sensitisation	-	0.8727	87.27%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6559	65.59%
Acute Oral Toxicity (c)	III	0.6178	61.78%
Estrogen receptor binding	+	0.7117	71.17%
Androgen receptor binding	-	0.6499	64.99%
Thyroid receptor binding	-	0.5416	54.16%
Glucocorticoid receptor binding	-	0.5190	51.90%
Aromatase binding	+	0.5278	52.78%
PPAR gamma	+	0.5956	59.56%
Honey bee toxicity	-	0.7940	79.40%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7155	71.55%
Fish aquatic toxicity	+	0.7724	77.24%

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	94.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.56%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.38%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.88%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.76%	97.36%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	87.12%	97.47%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.70%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.14%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.28%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.27%	91.24%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.30%	96.00%
CHEMBL2581	P07339	Cathepsin D	80.86%	98.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.52%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.20%	89.00%

Plants that contains it

• Penstemon virens

Cross-Links

• PubChem: 21630838
• LOTUS: LTS0062261
• wikiData: Q105254911