[(1S,4aS,7aS)-4-[[(2R,3S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-oxooxan-2-yl]oxymethyl]-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl] 3-methylbutanoate

Details

• Internal ID: 19381efe-34bb-4240-aca5-3c9d74abce00
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(1S,4aS,7aS)-4-[[(2R,3S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-oxooxan-2-yl]oxymethyl]-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl] 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC1C2C(CC=C2CO)C(=CO1)COC3C(C(=O)C(C(O3)CO)O)O
• SMILES (Isomeric): CC(C)CC(=O)O[C@H]1[C@H]2[C@H](CC=C2CO)C(=CO1)CO[C@H]3[C@@H](C(=O)[C@@H]([C@H](O3)CO)O)O
• InChI: InChI=1S/C21H30O10/c1-10(2)5-15(24)31-20-16-11(6-22)3-4-13(16)12(8-28-20)9-29-21-19(27)18(26)17(25)14(7-23)30-21/h3,8,10,13-14,16-17,19-23,25,27H,4-7,9H2,1-2H3/t13-,14-,16-,17-,19-,20+,21-/m1/s1
• InChI Key: SXEOLYYAJFORDM-JCVAACEISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₁₀
• Molecular Weight: 442.50 g/mol
• Exact Mass: 442.18389715 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.60
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7464	74.64%
Caco-2	-	0.7635	76.35%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8224	82.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8278	82.78%
OATP1B3 inhibitior	+	0.9343	93.43%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8351	83.51%
P-glycoprotein inhibitior	-	0.6254	62.54%
P-glycoprotein substrate	-	0.6351	63.51%
CYP3A4 substrate	+	0.6236	62.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8694	86.94%
CYP3A4 inhibition	-	0.8809	88.09%
CYP2C9 inhibition	-	0.8591	85.91%
CYP2C19 inhibition	-	0.8443	84.43%
CYP2D6 inhibition	-	0.8943	89.43%
CYP1A2 inhibition	-	0.8861	88.61%
CYP2C8 inhibition	-	0.7341	73.41%
CYP inhibitory promiscuity	-	0.7669	76.69%
UGT catelyzed	-	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6739	67.39%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9433	94.33%
Skin irritation	-	0.7741	77.41%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4401	44.01%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6179	61.79%
skin sensitisation	-	0.8698	86.98%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7838	78.38%
Acute Oral Toxicity (c)	III	0.4973	49.73%
Estrogen receptor binding	+	0.6109	61.09%
Androgen receptor binding	+	0.6862	68.62%
Thyroid receptor binding	-	0.5927	59.27%
Glucocorticoid receptor binding	+	0.5742	57.42%
Aromatase binding	-	0.5155	51.55%
PPAR gamma	-	0.6183	61.83%
Honey bee toxicity	-	0.8088	80.88%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6750	67.50%
Fish aquatic toxicity	+	0.9578	95.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.38%	83.82%
CHEMBL2581	P07339	Cathepsin D	94.46%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.00%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.23%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	92.06%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.43%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.29%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.26%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	84.89%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.84%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.80%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.76%	91.19%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.75%	90.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.63%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	80.20%	94.73%

Plants that contains it

• Penstemon procerus

Cross-Links

• PubChem: 101285191
• LOTUS: LTS0010382
• wikiData: Q105263079