[3,7-Dimethyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyocta-2,6-dien-4-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 38e25129-3734-4497-bb30-d59f5cc06c20
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [3,7-dimethyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyocta-2,6-dien-4-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC(=CCC(C(=CCOC1C(C(C(C(O1)CO)O)O)O)C)OC(=O)C2=CC(=C(C(=C2)O)O)O)C
• SMILES (Isomeric): CC(=CCC(C(=CCOC1C(C(C(C(O1)CO)O)O)O)C)OC(=O)C2=CC(=C(C(=C2)O)O)O)C
• InChI: InChI=1S/C23H32O11/c1-11(2)4-5-16(33-22(31)13-8-14(25)18(27)15(26)9-13)12(3)6-7-32-23-21(30)20(29)19(28)17(10-24)34-23/h4,6,8-9,16-17,19-21,23-30H,5,7,10H2,1-3H3
• InChI Key: DMMHQBFBNBLSMS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₁₁
• Molecular Weight: 484.50 g/mol
• Exact Mass: 484.19446183 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.45
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7143	71.43%
Caco-2	-	0.8737	87.37%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8227	82.27%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.7633	76.33%
OATP1B3 inhibitior	+	0.9353	93.53%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4613	46.13%
P-glycoprotein inhibitior	-	0.5810	58.10%
P-glycoprotein substrate	-	0.8420	84.20%
CYP3A4 substrate	+	0.5940	59.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8554	85.54%
CYP3A4 inhibition	-	0.9278	92.78%
CYP2C9 inhibition	-	0.6929	69.29%
CYP2C19 inhibition	-	0.6142	61.42%
CYP2D6 inhibition	-	0.7949	79.49%
CYP1A2 inhibition	-	0.5463	54.63%
CYP2C8 inhibition	+	0.5179	51.79%
CYP inhibitory promiscuity	-	0.6109	61.09%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7763	77.63%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9422	94.22%
Skin irritation	-	0.8273	82.73%
Skin corrosion	-	0.9581	95.81%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5403	54.03%
Micronuclear	-	0.6926	69.26%
Hepatotoxicity	-	0.7342	73.42%
skin sensitisation	-	0.7886	78.86%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8335	83.35%
Acute Oral Toxicity (c)	III	0.6418	64.18%
Estrogen receptor binding	+	0.8250	82.50%
Androgen receptor binding	+	0.6013	60.13%
Thyroid receptor binding	+	0.5724	57.24%
Glucocorticoid receptor binding	+	0.6040	60.40%
Aromatase binding	+	0.5970	59.70%
PPAR gamma	+	0.6635	66.35%
Honey bee toxicity	-	0.8266	82.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9719	97.19%

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	99.50%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.72%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.08%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.72%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.27%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.02%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.40%	89.00%
CHEMBL3194	P02766	Transthyretin	84.65%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.35%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.66%	96.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.33%	91.24%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.70%	83.00%

Plants that contains it

• Rhodiola rosea

Cross-Links

• PubChem: 85191789
• LOTUS: LTS0162508
• wikiData: Q104985175