3-[3,4,5-Trihydroxy-6-[(4-hydroxy-2-methylidenebutanoyl)oxymethyl]oxan-2-yl]oxycarbonylbut-3-enyl 4-hydroxy-2-methylidenebutanoate

Details

• Internal ID: 2520b658-21e5-45d5-b3fc-741d214a518e
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: 3-[3,4,5-trihydroxy-6-[(4-hydroxy-2-methylidenebutanoyl)oxymethyl]oxan-2-yl]oxycarbonylbut-3-enyl 4-hydroxy-2-methylidenebutanoate
• SMILES (Canonical): C=C(CCO)C(=O)OCCC(=C)C(=O)OC1C(C(C(C(O1)COC(=O)C(=C)CCO)O)O)O
• SMILES (Isomeric): C=C(CCO)C(=O)OCCC(=C)C(=O)OC1C(C(C(C(O1)COC(=O)C(=C)CCO)O)O)O
• InChI: InChI=1S/C21H30O12/c1-11(4-7-22)18(27)30-9-6-13(3)20(29)33-21-17(26)16(25)15(24)14(32-21)10-31-19(28)12(2)5-8-23/h14-17,21-26H,1-10H2
• InChI Key: YPVGGTXGOCDLRH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₁₂
• Molecular Weight: 474.50 g/mol
• Exact Mass: 474.17372639 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.75
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8461	84.61%
Caco-2	-	0.8194	81.94%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8228	82.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9051	90.51%
OATP1B3 inhibitior	+	0.9469	94.69%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5697	56.97%
P-glycoprotein inhibitior	-	0.5244	52.44%
P-glycoprotein substrate	-	0.9266	92.66%
CYP3A4 substrate	+	0.5466	54.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	-	0.9131	91.31%
CYP2C9 inhibition	-	0.8966	89.66%
CYP2C19 inhibition	-	0.8382	83.82%
CYP2D6 inhibition	-	0.9113	91.13%
CYP1A2 inhibition	-	0.9191	91.91%
CYP2C8 inhibition	-	0.7543	75.43%
CYP inhibitory promiscuity	-	0.9802	98.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7932	79.32%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.8820	88.20%
Skin irritation	-	0.8012	80.12%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.6965	69.65%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7285	72.85%
skin sensitisation	-	0.8462	84.62%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6679	66.79%
Acute Oral Toxicity (c)	III	0.5406	54.06%
Estrogen receptor binding	+	0.7440	74.40%
Androgen receptor binding	-	0.6210	62.10%
Thyroid receptor binding	-	0.4908	49.08%
Glucocorticoid receptor binding	+	0.6297	62.97%
Aromatase binding	+	0.6758	67.58%
PPAR gamma	+	0.5390	53.90%
Honey bee toxicity	-	0.7939	79.39%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	-	0.4586	45.86%

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	94.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.19%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	88.77%	83.82%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.30%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.55%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	85.00%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	84.15%	94.73%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.30%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.90%	94.33%

Plants that contains it

• Alstroemeria revoluta

Cross-Links

• PubChem: 162868022
• LOTUS: LTS0194945
• wikiData: Q104403580