4R-p-Menth-1-ene-7,8-diol 8-O-beta-D-glucopyranoside

Details

• Internal ID: 2be87ece-8cd9-4872-97fe-91eca96094a5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-[(1R)-4-(hydroxymethyl)cyclohex-3-en-1-yl]propan-2-yloxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(C)(C1CCC(=CC1)CO)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC(C)([C@@H]1CCC(=CC1)CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C16H28O7/c1-16(2,10-5-3-9(7-17)4-6-10)23-15-14(21)13(20)12(19)11(8-18)22-15/h3,10-15,17-21H,4-8H2,1-2H3/t10-,11+,12+,13-,14+,15-/m0/s1
• InChI Key: JLDWWSSQBYGULG-MTWVNVMRSA-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: -1.00
• Atomic LogP (AlogP): -0.70
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• 217962-32-8
• 4R-p-Menth-1-ene-7,8-diol 8-O-beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6398	63.98%
Caco-2	-	0.7557	75.57%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8862	88.62%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9018	90.18%
OATP1B3 inhibitior	+	0.8635	86.35%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5819	58.19%
BSEP inhibitior	-	0.9362	93.62%
P-glycoprotein inhibitior	-	0.8855	88.55%
P-glycoprotein substrate	-	0.9040	90.40%
CYP3A4 substrate	+	0.5468	54.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8395	83.95%
CYP3A4 inhibition	-	0.9731	97.31%
CYP2C9 inhibition	-	0.8319	83.19%
CYP2C19 inhibition	-	0.8408	84.08%
CYP2D6 inhibition	-	0.9165	91.65%
CYP1A2 inhibition	-	0.8592	85.92%
CYP2C8 inhibition	-	0.6609	66.09%
CYP inhibitory promiscuity	-	0.8869	88.69%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7227	72.27%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9852	98.52%
Skin irritation	-	0.7779	77.79%
Skin corrosion	-	0.9583	95.83%
Ames mutagenesis	-	0.6724	67.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.4681	46.81%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6252	62.52%
skin sensitisation	-	0.8337	83.37%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6837	68.37%
Acute Oral Toxicity (c)	III	0.6208	62.08%
Estrogen receptor binding	-	0.6046	60.46%
Androgen receptor binding	-	0.5377	53.77%
Thyroid receptor binding	+	0.6174	61.74%
Glucocorticoid receptor binding	-	0.4849	48.49%
Aromatase binding	+	0.5818	58.18%
PPAR gamma	-	0.6069	60.69%
Honey bee toxicity	-	0.8833	88.33%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8827	88.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.74%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.57%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.64%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.53%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	88.80%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	85.87%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.11%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.02%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.77%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.59%	96.61%

Plants that contains it

• Glehnia littoralis

Cross-Links

• PubChem: 10758969
• LOTUS: LTS0001525
• wikiData: Q105130665