(1R,4R,5R)-4-methyl-1-[(2R)-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]bicyclo[3.1.0]hexan-3-one

Details

• Internal ID: 4399e5a5-ed0f-4220-af1b-24d2cd57a973
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (1R,4R,5R)-4-methyl-1-[(2R)-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]bicyclo[3.1.0]hexan-3-one
• InChI: InChI=1S/C16H26O7/c1-7(16-3-9(16)8(2)10(18)4-16)6-22-15-14(21)13(20)12(19)11(5-17)23-15/h7-9,11-15,17,19-21H,3-6H2,1-2H3/t7-,8+,9+,11+,12+,13-,14+,15+,16-/m0/s1
• InChI Key: UYOSJGOQRCLMNM-QOAFVBDASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₇
• Molecular Weight: 330.37 g/mol
• Exact Mass: 330.16785316 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.95
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6400	64.00%
Caco-2	-	0.8573	85.73%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7207	72.07%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8961	89.61%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9102	91.02%
P-glycoprotein inhibitior	-	0.8814	88.14%
P-glycoprotein substrate	-	0.8615	86.15%
CYP3A4 substrate	+	0.5806	58.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8533	85.33%
CYP3A4 inhibition	-	0.8950	89.50%
CYP2C9 inhibition	-	0.8628	86.28%
CYP2C19 inhibition	-	0.8505	85.05%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8712	87.12%
CYP2C8 inhibition	-	0.9519	95.19%
CYP inhibitory promiscuity	-	0.9294	92.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7071	70.71%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9839	98.39%
Skin irritation	-	0.7844	78.44%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6866	68.66%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9090	90.90%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5619	56.19%
Acute Oral Toxicity (c)	I	0.3505	35.05%
Estrogen receptor binding	-	0.6773	67.73%
Androgen receptor binding	+	0.5831	58.31%
Thyroid receptor binding	+	0.5770	57.70%
Glucocorticoid receptor binding	-	0.6497	64.97%
Aromatase binding	+	0.6424	64.24%
PPAR gamma	+	0.6076	60.76%
Honey bee toxicity	-	0.7701	77.01%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7850	78.50%
Fish aquatic toxicity	+	0.8943	89.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.21%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.58%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.51%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.17%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.52%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.74%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.24%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.77%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.47%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.06%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.97%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	81.33%	92.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.50%	86.92%
CHEMBL1937	Q92769	Histone deacetylase 2	80.13%	94.75%

Plants that contains it

• Artemisia gmelinii

Cross-Links

• PubChem: 162877895
• LOTUS: LTS0266094
• wikiData: Q105281757