(2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,7R,8R,11S,12S,14S,15R,16R)-15-[(1S)-1-[(2S)-5,5-dimethyloxolan-2-yl]ethyl]-14-hydroxy-7,12,16-trimethyl-6-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-7-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: dee6e899-3179-4130-a7cb-af8d58dc13c7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,7R,8R,11S,12S,14S,15R,16R)-15-[(1S)-1-[(2S)-5,5-dimethyloxolan-2-yl]ethyl]-14-hydroxy-7,12,16-trimethyl-6-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-7-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(C1CCC(O1)(C)C)C2C(CC3(C2(CCC45C3CCC6C4(C5)CCC(C6(C)COC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(CO8)O)O)O)C)C)O
• SMILES (Isomeric): C[C@H]([C@@H]1CCC(O1)(C)C)[C@H]2[C@H](C[C@@]3([C@@]2(CC[C@]45[C@H]3CC[C@@H]6[C@]4(C5)CC[C@@H]([C@@]6(C)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O)C)C)O
• InChI: InChI=1S/C41H68O13/c1-20(23-9-11-36(2,3)54-23)28-21(43)15-39(6)26-8-7-25-37(4,19-51-35-33(49)31(47)30(46)24(16-42)52-35)27(53-34-32(48)29(45)22(44)17-50-34)10-12-40(25)18-41(26,40)14-13-38(28,39)5/h20-35,42-49H,7-19H2,1-6H3/t20-,21+,22+,23+,24-,25+,26+,27+,28+,29+,30-,31+,32-,33-,34+,35-,37+,38-,39+,40-,41+/m1/s1
• InChI Key: HNBIXHGSWCKOJJ-SENDTDSVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₈O₁₃
• Molecular Weight: 769.00 g/mol
• Exact Mass: 768.46599222 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.61
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5750	57.50%
Caco-2	-	0.8649	86.49%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6150	61.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8525	85.25%
OATP1B3 inhibitior	+	0.9371	93.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.8712	87.12%
P-glycoprotein inhibitior	+	0.7421	74.21%
P-glycoprotein substrate	-	0.5143	51.43%
CYP3A4 substrate	+	0.7138	71.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.9241	92.41%
CYP2C9 inhibition	-	0.8017	80.17%
CYP2C19 inhibition	-	0.8330	83.30%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.8946	89.46%
CYP2C8 inhibition	+	0.6542	65.42%
CYP inhibitory promiscuity	-	0.9524	95.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6376	63.76%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.7097	70.97%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7506	75.06%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.8300	83.00%
skin sensitisation	-	0.9091	90.91%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8248	82.48%
Acute Oral Toxicity (c)	I	0.6862	68.62%
Estrogen receptor binding	+	0.6123	61.23%
Androgen receptor binding	+	0.7487	74.87%
Thyroid receptor binding	-	0.5909	59.09%
Glucocorticoid receptor binding	+	0.5538	55.38%
Aromatase binding	+	0.6454	64.54%
PPAR gamma	+	0.6555	65.55%
Honey bee toxicity	-	0.6568	65.68%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8309	83.09%

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	98.24%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.76%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.36%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.71%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.15%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.46%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.64%	96.77%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.19%	92.86%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.77%	92.88%
CHEMBL1937	Q92769	Histone deacetylase 2	89.69%	94.75%
CHEMBL2581	P07339	Cathepsin D	89.58%	98.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.53%	98.75%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.56%	97.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.35%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.99%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.97%	97.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.47%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.46%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.13%	91.24%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.11%	82.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.69%	95.50%
CHEMBL259	P32245	Melanocortin receptor 4	84.58%	95.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.42%	92.62%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	83.28%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	82.13%	98.10%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.36%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.22%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.16%	96.21%
CHEMBL3837	P07711	Cathepsin L	80.12%	96.61%

Plants that contains it

• Thalictrum minus

Cross-Links

• PubChem: 21606555
• LOTUS: LTS0136320
• wikiData: Q105030794