(1R,4R,5R)-1,7,7-trimethyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybicyclo[2.2.1]heptan-2-one

Details

• Internal ID: 6bbdf0ff-7891-4d12-953d-2dc429fc3b3a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (1R,4R,5R)-1,7,7-trimethyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybicyclo[2.2.1]heptan-2-one
• SMILES (Canonical): CC1(C2CC(=O)C1(CC2OC3C(C(C(C(O3)CO)O)O)O)C)C
• SMILES (Isomeric): C[C@@]12C[C@H]([C@@H](C1(C)C)CC2=O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C16H26O7/c1-15(2)7-4-10(18)16(15,3)5-8(7)22-14-13(21)12(20)11(19)9(6-17)23-14/h7-9,11-14,17,19-21H,4-6H2,1-3H3/t7-,8+,9+,11+,12-,13+,14+,16-/m0/s1
• InChI Key: YQIHQJXXKNXTBN-OWJZKWCUSA-N
• Popularity: 0 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: -0.60
• Atomic LogP (AlogP): -0.80
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4788	47.88%
Caco-2	-	0.7610	76.10%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Mitochondria	0.7797	77.97%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9151	91.51%
OATP1B3 inhibitior	+	0.9008	90.08%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8088	80.88%
P-glycoprotein inhibitior	-	0.8962	89.62%
P-glycoprotein substrate	-	0.9473	94.73%
CYP3A4 substrate	+	0.5907	59.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8644	86.44%
CYP3A4 inhibition	-	0.8928	89.28%
CYP2C9 inhibition	-	0.8416	84.16%
CYP2C19 inhibition	-	0.8899	88.99%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.8468	84.68%
CYP2C8 inhibition	-	0.9416	94.16%
CYP inhibitory promiscuity	-	0.9406	94.06%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7120	71.20%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9549	95.49%
Skin irritation	-	0.7685	76.85%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	-	0.8054	80.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6654	66.54%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7723	77.23%
skin sensitisation	-	0.9059	90.59%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5477	54.77%
Acute Oral Toxicity (c)	III	0.4931	49.31%
Estrogen receptor binding	-	0.6708	67.08%
Androgen receptor binding	+	0.5711	57.11%
Thyroid receptor binding	+	0.5361	53.61%
Glucocorticoid receptor binding	-	0.5736	57.36%
Aromatase binding	+	0.5557	55.57%
PPAR gamma	-	0.6091	60.91%
Honey bee toxicity	-	0.8070	80.70%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.9363	93.63%

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	97.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.07%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.65%	85.14%
CHEMBL220	P22303	Acetylcholinesterase	88.98%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.47%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.35%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.07%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.31%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.08%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.85%	95.83%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.79%	100.00%

Plants that contains it

• Soroseris hookeriana

Cross-Links

• PubChem: 54521802
• LOTUS: LTS0035590
• wikiData: Q105352227