(2R,3R,4S,5S,6R)-2-[[(2S,4aS,6R,8aR)-6-[2-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxypropan-2-yl]-8a-methyl-4-methylidene-1,2,3,4a,5,6,7,8-octahydronaphthalen-2-yl]oxy]-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]oxane-3,4,5-triol

Details

• Internal ID: a34c23e6-f7be-46bf-99b1-dea6bb8dcaa9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(2S,4aS,6R,8aR)-6-[2-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxypropan-2-yl]-8a-methyl-4-methylidene-1,2,3,4a,5,6,7,8-octahydronaphthalen-2-yl]oxy]-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]oxane-3,4,5-triol
• SMILES (Canonical): CC12CCC(CC1C(=C)CC(C2)OC3C(C(C(C(O3)COC4C(C(CO4)(CO)O)O)O)O)O)C(C)(C)OC5C(C(C(C(O5)COC6C(C(CO6)(CO)O)O)O)O)O
• SMILES (Isomeric): C[C@]12CC[C@H](C[C@H]1C(=C)C[C@@H](C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@H]4[C@@H]([C@](CO4)(CO)O)O)O)O)O)C(C)(C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@](CO6)(CO)O)O)O)O)O
• InChI: InChI=1S/C37H62O20/c1-16-7-18(54-30-26(44)24(42)22(40)20(55-30)10-50-32-28(46)36(48,12-38)14-52-32)9-35(4)6-5-17(8-19(16)35)34(2,3)57-31-27(45)25(43)23(41)21(56-31)11-51-33-29(47)37(49,13-39)15-53-33/h17-33,38-49H,1,5-15H2,2-4H3/t17-,18+,19+,20-,21-,22-,23-,24+,25+,26-,27-,28+,29+,30-,31+,32-,33-,35-,36-,37-/m1/s1
• InChI Key: KMAVPTHWZHSHBW-SFLZBKERSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₂O₂₀
• Molecular Weight: 826.90 g/mol
• Exact Mass: 826.38344436 g/mol
• Topological Polar Surface Area (TPSA): 317.00 Ų
• XlogP: -4.30
• Atomic LogP (AlogP): -4.53
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7184	71.84%
Caco-2	-	0.8845	88.45%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7067	70.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8685	86.85%
OATP1B3 inhibitior	+	0.8777	87.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7908	79.08%
P-glycoprotein inhibitior	+	0.7306	73.06%
P-glycoprotein substrate	-	0.5268	52.68%
CYP3A4 substrate	+	0.7132	71.32%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.8964	89.64%
CYP2C9 inhibition	-	0.8432	84.32%
CYP2C19 inhibition	-	0.8748	87.48%
CYP2D6 inhibition	-	0.9276	92.76%
CYP1A2 inhibition	-	0.8879	88.79%
CYP2C8 inhibition	+	0.6677	66.77%
CYP inhibitory promiscuity	-	0.9225	92.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5992	59.92%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9079	90.79%
Skin irritation	-	0.5511	55.11%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8133	81.33%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8865	88.65%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6187	61.87%
Acute Oral Toxicity (c)	I	0.6018	60.18%
Estrogen receptor binding	+	0.7675	76.75%
Androgen receptor binding	+	0.7049	70.49%
Thyroid receptor binding	-	0.5588	55.88%
Glucocorticoid receptor binding	+	0.6338	63.38%
Aromatase binding	+	0.6566	65.66%
PPAR gamma	+	0.7337	73.37%
Honey bee toxicity	-	0.6662	66.62%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9641	96.41%

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	99.14%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.72%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.36%	97.09%
CHEMBL1871	P10275	Androgen Receptor	95.01%	96.43%
CHEMBL226	P30542	Adenosine A1 receptor	94.55%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.22%	92.94%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	92.96%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.56%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.36%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.82%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.90%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	86.65%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.34%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.90%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.58%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.50%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.45%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.69%	96.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.55%	94.62%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.17%	89.05%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.76%	95.83%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.74%	97.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.65%	96.90%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.37%	86.92%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.12%	92.62%
CHEMBL5957	P21589	5'-nucleotidase	81.93%	97.78%
CHEMBL259	P32245	Melanocortin receptor 4	81.48%	95.38%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.39%	91.03%
CHEMBL1977	P11473	Vitamin D receptor	81.33%	99.43%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.02%	94.97%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.40%	94.23%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.16%	99.23%

Plants that contains it

• Atractylodes lancea

Cross-Links

• PubChem: 101831404
• LOTUS: LTS0126968
• wikiData: Q105142906