(2R,3R,4S,5S,6R)-2-[(1S,4R,5S)-4-[(E,3R)-3-hydroxybut-1-enyl]-3,3,5-trimethylcyclohexyl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: cdba53b6-aca1-40ad-b85d-7f05cf9a651a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(1S,4R,5S)-4-[(E,3R)-3-hydroxybut-1-enyl]-3,3,5-trimethylcyclohexyl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CC(CC(C1C=CC(C)O)(C)C)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): C[C@H]1C[C@@H](CC([C@H]1/C=C/[C@@H](C)O)(C)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C19H34O7/c1-10-7-12(8-19(3,4)13(10)6-5-11(2)21)25-18-17(24)16(23)15(22)14(9-20)26-18/h5-6,10-18,20-24H,7-9H2,1-4H3/b6-5+/t10-,11+,12-,13-,14+,15+,16-,17+,18+/m0/s1
• InChI Key: GKKBUYRPOITASA-DQJAUPHUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₄O₇
• Molecular Weight: 374.50 g/mol
• Exact Mass: 374.23045342 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.18
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7377	73.77%
Caco-2	-	0.7208	72.08%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.7841	78.41%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9003	90.03%
OATP1B3 inhibitior	+	0.9053	90.53%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9400	94.00%
P-glycoprotein inhibitior	-	0.8549	85.49%
P-glycoprotein substrate	-	0.8425	84.25%
CYP3A4 substrate	+	0.6191	61.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8402	84.02%
CYP3A4 inhibition	-	0.8800	88.00%
CYP2C9 inhibition	-	0.7908	79.08%
CYP2C19 inhibition	-	0.8396	83.96%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	-	0.8525	85.25%
CYP2C8 inhibition	-	0.8167	81.67%
CYP inhibitory promiscuity	-	0.8479	84.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6778	67.78%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9774	97.74%
Skin irritation	-	0.8555	85.55%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5389	53.89%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8486	84.86%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.7460	74.60%
Acute Oral Toxicity (c)	III	0.6639	66.39%
Estrogen receptor binding	-	0.6172	61.72%
Androgen receptor binding	-	0.6027	60.27%
Thyroid receptor binding	+	0.7377	73.77%
Glucocorticoid receptor binding	+	0.5648	56.48%
Aromatase binding	+	0.6595	65.95%
PPAR gamma	-	0.5314	53.14%
Honey bee toxicity	-	0.6485	64.85%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.8055	80.55%

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	97.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.80%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.51%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.24%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.73%	96.47%
CHEMBL1951	P21397	Monoamine oxidase A	88.53%	91.49%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.05%	96.61%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	87.01%	97.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.50%	94.45%
CHEMBL2581	P07339	Cathepsin D	85.48%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.74%	96.95%
CHEMBL226	P30542	Adenosine A1 receptor	83.55%	95.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.37%	96.21%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.85%	92.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.94%	89.00%
CHEMBL237	P41145	Kappa opioid receptor	81.68%	98.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.51%	99.17%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	81.43%	97.88%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.39%	86.92%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.13%	91.07%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.76%	82.50%
CHEMBL206	P03372	Estrogen receptor alpha	80.04%	97.64%

Plants that contains it

• Alangium premnifolium

Cross-Links

• PubChem: 101924225
• LOTUS: LTS0081032
• wikiData: Q105010071