[4,5-Dihydroxy-6-(hydroxymethyl)-2-(8-hydroxy-7-methyl-3-methylideneoct-6-enoxy)oxan-3-yl] acetate

Details

• Internal ID: d80fa821-67f0-4fdf-bc66-19c3c68abbdd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [4,5-dihydroxy-6-(hydroxymethyl)-2-(8-hydroxy-7-methyl-3-methylideneoct-6-enoxy)oxan-3-yl] acetate
• SMILES (Canonical): CC(=CCCC(=C)CCOC1C(C(C(C(O1)CO)O)O)OC(=O)C)CO
• SMILES (Isomeric): CC(=CCCC(=C)CCOC1C(C(C(C(O1)CO)O)O)OC(=O)C)CO
• InChI: InChI=1S/C18H30O8/c1-11(5-4-6-12(2)9-19)7-8-24-18-17(25-13(3)21)16(23)15(22)14(10-20)26-18/h6,14-20,22-23H,1,4-5,7-10H2,2-3H3
• InChI Key: VQHOSDHGUCVYFU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₀O₈
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.19406791 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.04
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6358	63.58%
Caco-2	-	0.6802	68.02%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8730	87.30%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8423	84.23%
OATP1B3 inhibitior	+	0.9153	91.53%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5772	57.72%
P-glycoprotein inhibitior	-	0.6602	66.02%
P-glycoprotein substrate	-	0.8925	89.25%
CYP3A4 substrate	+	0.6259	62.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8882	88.82%
CYP3A4 inhibition	-	0.8363	83.63%
CYP2C9 inhibition	-	0.8927	89.27%
CYP2C19 inhibition	-	0.7733	77.33%
CYP2D6 inhibition	-	0.8983	89.83%
CYP1A2 inhibition	-	0.8070	80.70%
CYP2C8 inhibition	-	0.7955	79.55%
CYP inhibitory promiscuity	-	0.9348	93.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7665	76.65%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9407	94.07%
Skin irritation	-	0.7540	75.40%
Skin corrosion	-	0.9620	96.20%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6475	64.75%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6694	66.94%
skin sensitisation	-	0.8561	85.61%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6331	63.31%
Acute Oral Toxicity (c)	III	0.6223	62.23%
Estrogen receptor binding	+	0.6599	65.99%
Androgen receptor binding	-	0.6254	62.54%
Thyroid receptor binding	+	0.5623	56.23%
Glucocorticoid receptor binding	+	0.5973	59.73%
Aromatase binding	-	0.5657	56.57%
PPAR gamma	-	0.5174	51.74%
Honey bee toxicity	-	0.6513	65.13%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9495	94.95%

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	95.07%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.85%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.08%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.31%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.63%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.34%	89.34%
CHEMBL2581	P07339	Cathepsin D	87.08%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.88%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.35%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	82.16%	92.50%

Plants that contains it

• Tetraneuris ivesiana

Cross-Links

• PubChem: 72739514
• LOTUS: LTS0134816
• wikiData: Q105291249