2-(8-Hydroxy-3,7-dimethylocta-2,6-dienoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: a6e9f12a-ae3d-4579-8f76-3d8f26bedbe8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-(8-hydroxy-3,7-dimethylocta-2,6-dienoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCOC1C(C(C(C(O1)CO)O)O)O)CCC=C(C)CO
• SMILES (Isomeric): CC(=CCOC1C(C(C(C(O1)CO)O)O)O)CCC=C(C)CO
• InChI: InChI=1S/C16H28O7/c1-10(4-3-5-11(2)8-17)6-7-22-16-15(21)14(20)13(19)12(9-18)23-16/h5-6,12-21H,3-4,7-9H2,1-2H3
• InChI Key: XZHWSTJFHFQEOY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₇
• Molecular Weight: 332.39 g/mol
• Exact Mass: 332.18350323 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.53
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7213	72.13%
Caco-2	-	0.7565	75.65%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8454	84.54%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9051	90.51%
OATP1B3 inhibitior	+	0.9198	91.98%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7732	77.32%
P-glycoprotein inhibitior	-	0.8920	89.20%
P-glycoprotein substrate	-	0.9340	93.40%
CYP3A4 substrate	+	0.5461	54.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	-	0.9000	90.00%
CYP2C9 inhibition	-	0.9047	90.47%
CYP2C19 inhibition	-	0.8004	80.04%
CYP2D6 inhibition	-	0.9012	90.12%
CYP1A2 inhibition	-	0.8215	82.15%
CYP2C8 inhibition	-	0.8265	82.65%
CYP inhibitory promiscuity	-	0.9138	91.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7434	74.34%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9747	97.47%
Skin irritation	-	0.7802	78.02%
Skin corrosion	-	0.9680	96.80%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.8574	85.74%
skin sensitisation	-	0.8647	86.47%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6009	60.09%
Estrogen receptor binding	-	0.6479	64.79%
Androgen receptor binding	-	0.6092	60.92%
Thyroid receptor binding	+	0.5541	55.41%
Glucocorticoid receptor binding	-	0.5865	58.65%
Aromatase binding	-	0.5647	56.47%
PPAR gamma	+	0.5278	52.78%
Honey bee toxicity	-	0.7697	76.97%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8594	85.94%

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	93.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.09%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.89%	94.73%
CHEMBL3589	P55263	Adenosine kinase	87.34%	98.05%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.83%	92.08%
CHEMBL2581	P07339	Cathepsin D	86.58%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.19%	99.17%

Plants that contains it

• Anethum graveolens
• Rosa gallica

Cross-Links

• PubChem: 72738565
• LOTUS: LTS0150447
• wikiData: Q105344949