(2R,3S,4S,5R)-2-(hydroxymethyl)-6-(2-hydroxy-3-methyl-6-propan-2-ylphenoxy)oxane-3,4,5-triol

Details

• Internal ID: e2368564-30a6-48d7-bf9d-5e76aa7a6f1d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3S,4S,5R)-2-(hydroxymethyl)-6-(2-hydroxy-3-methyl-6-propan-2-ylphenoxy)oxane-3,4,5-triol
• SMILES (Canonical): CC1=C(C(=C(C=C1)C(C)C)OC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): CC1=C(C(=C(C=C1)C(C)C)OC2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
• InChI: InChI=1S/C16H24O7/c1-7(2)9-5-4-8(3)11(18)15(9)23-16-14(21)13(20)12(19)10(6-17)22-16/h4-5,7,10,12-14,16-21H,6H2,1-3H3/t10-,12-,13+,14-,16?/m1/s1
• InChI Key: NADDWUWICDJNMB-VQKLLNHBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₇
• Molecular Weight: 328.36 g/mol
• Exact Mass: 328.15220310 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.00
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6844	68.44%
Caco-2	-	0.8356	83.56%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7654	76.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8763	87.63%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9367	93.67%
P-glycoprotein inhibitior	-	0.8929	89.29%
P-glycoprotein substrate	-	0.9231	92.31%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7869	78.69%
CYP2D6 substrate	-	0.8247	82.47%
CYP3A4 inhibition	-	0.8669	86.69%
CYP2C9 inhibition	-	0.7661	76.61%
CYP2C19 inhibition	-	0.8419	84.19%
CYP2D6 inhibition	-	0.9026	90.26%
CYP1A2 inhibition	-	0.7453	74.53%
CYP2C8 inhibition	-	0.7435	74.35%
CYP inhibitory promiscuity	-	0.6854	68.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6977	69.77%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9458	94.58%
Skin irritation	-	0.8645	86.45%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5627	56.27%
Micronuclear	-	0.6182	61.82%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8529	85.29%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.8050	80.50%
Acute Oral Toxicity (c)	III	0.7572	75.72%
Estrogen receptor binding	-	0.7163	71.63%
Androgen receptor binding	-	0.6353	63.53%
Thyroid receptor binding	+	0.5717	57.17%
Glucocorticoid receptor binding	-	0.5866	58.66%
Aromatase binding	-	0.5890	58.90%
PPAR gamma	-	0.5431	54.31%
Honey bee toxicity	-	0.9071	90.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.7147	71.47%

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	97.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.05%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.76%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.97%	99.15%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.35%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.98%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.04%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.18%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.67%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.66%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.30%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.20%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.55%	93.65%

Plants that contains it

• Lavandula multifida

Cross-Links

• PubChem: 163186770
• LOTUS: LTS0129273
• wikiData: Q105176180