2-[(1S,4S,5S,6R,9R,10R)-5-(carboxymethyl)-10-hydroxy-5-methyl-10-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4-tricyclo[7.2.1.01,6]dodecanyl]-2-methylpropanoic acid

Details

• Internal ID: f8f730e0-05eb-4a4a-84d1-6da347fe053b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-[(1S,4S,5S,6R,9R,10R)-5-(carboxymethyl)-10-hydroxy-5-methyl-10-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4-tricyclo[7.2.1.01,6]dodecanyl]-2-methylpropanoic acid
• SMILES (Canonical): CC1(C2CCC3CC2(CCC1C(C)(C)C(=O)O)CC3(COC4C(C(C(C(O4)CO)O)O)O)O)CC(=O)O
• SMILES (Isomeric): C[C@@]1([C@@H]2CC[C@@H]3C[C@@]2(CC[C@@H]1C(C)(C)C(=O)O)C[C@@]3(CO[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)CC(=O)O
• InChI: InChI=1S/C26H42O11/c1-23(2,22(33)34)15-6-7-25-8-13(4-5-16(25)24(15,3)9-17(28)29)26(35,11-25)12-36-21-20(32)19(31)18(30)14(10-27)37-21/h13-16,18-21,27,30-32,35H,4-12H2,1-3H3,(H,28,29)(H,33,34)/t13-,14-,15-,16+,18-,19+,20-,21+,24-,25+,26+/m1/s1
• InChI Key: ONSNJTFTHFPRNL-CWEOMYNPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₂O₁₁
• Molecular Weight: 530.60 g/mol
• Exact Mass: 530.27271215 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6014	60.14%
Caco-2	-	0.8339	83.39%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7494	74.94%
OATP2B1 inhibitior	-	0.5801	58.01%
OATP1B1 inhibitior	+	0.8745	87.45%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8309	83.09%
P-glycoprotein inhibitior	-	0.4706	47.06%
P-glycoprotein substrate	-	0.7120	71.20%
CYP3A4 substrate	+	0.6854	68.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8759	87.59%
CYP3A4 inhibition	-	0.8574	85.74%
CYP2C9 inhibition	-	0.8100	81.00%
CYP2C19 inhibition	-	0.8345	83.45%
CYP2D6 inhibition	-	0.9612	96.12%
CYP1A2 inhibition	-	0.8821	88.21%
CYP2C8 inhibition	+	0.4847	48.47%
CYP inhibitory promiscuity	-	0.9774	97.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7394	73.94%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9305	93.05%
Skin irritation	-	0.6824	68.24%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6973	69.73%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6348	63.48%
skin sensitisation	-	0.9320	93.20%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6403	64.03%
Acute Oral Toxicity (c)	III	0.3928	39.28%
Estrogen receptor binding	+	0.7539	75.39%
Androgen receptor binding	+	0.6386	63.86%
Thyroid receptor binding	-	0.5685	56.85%
Glucocorticoid receptor binding	+	0.5835	58.35%
Aromatase binding	+	0.6522	65.22%
PPAR gamma	-	0.4902	49.02%
Honey bee toxicity	-	0.7812	78.12%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9102	91.02%

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	98.22%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.31%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	95.66%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.85%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.32%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.01%	96.61%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	90.55%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.08%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.31%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.86%	96.09%
CHEMBL5255	O00206	Toll-like receptor 4	87.52%	92.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.87%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.39%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.63%	93.00%
CHEMBL2996	Q05655	Protein kinase C delta	82.02%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.91%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.04%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.83%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	80.34%	98.10%

Plants that contains it

• Relhania calycina

Cross-Links

• PubChem: 162921708
• LOTUS: LTS0021303
• wikiData: Q105195090