(2R,3R,4S,5S,6R)-2-[[(1R,2R,5R,7S,10R,11R,13R,15R,17S,18S,21R)-1,2,6,6,10,17-hexamethyl-15-(2-methylprop-1-enyl)-17-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-oxapentacyclo[11.7.1.02,11.05,10.018,21]henicosan-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 25f29941-a8c8-4c3b-8ecf-e57c78f64ccf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1R,2R,5R,7S,10R,11R,13R,15R,17S,18S,21R)-1,2,6,6,10,17-hexamethyl-15-(2-methylprop-1-enyl)-17-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-oxapentacyclo[11.7.1.02,11.05,10.018,21]henicosan-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CC1CC(C2CCC3(C2C(O1)CC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)C)C)(C)OC7C(C(C(C(O7)CO)O)O)O)C
• SMILES (Isomeric): CC(=C[C@H]1C[C@]([C@H]2CC[C@@]3([C@@H]2[C@H](O1)C[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)C)(C)O[C@@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C
• InChI: InChI=1S/C42H70O13/c1-20(2)15-21-17-42(8,55-37-35(50)33(48)31(46)25(19-44)53-37)22-9-13-41(7)29(22)23(51-21)16-27-39(5)12-11-28(38(3,4)26(39)10-14-40(27,41)6)54-36-34(49)32(47)30(45)24(18-43)52-36/h15,21-37,43-50H,9-14,16-19H2,1-8H3/t21-,22-,23+,24+,25+,26-,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-,37+,39-,40+,41+,42-/m0/s1
• InChI Key: HXXZFHABSSZFHB-UNCLGPHQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₀O₁₃
• Molecular Weight: 783.00 g/mol
• Exact Mass: 782.48164228 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 2.17
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6460	64.60%
Caco-2	-	0.8791	87.91%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7351	73.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8298	82.98%
OATP1B3 inhibitior	+	0.8142	81.42%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6461	64.61%
P-glycoprotein inhibitior	+	0.7543	75.43%
P-glycoprotein substrate	-	0.7734	77.34%
CYP3A4 substrate	+	0.7384	73.84%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8331	83.31%
CYP3A4 inhibition	-	0.9698	96.98%
CYP2C9 inhibition	-	0.8019	80.19%
CYP2C19 inhibition	-	0.8594	85.94%
CYP2D6 inhibition	-	0.9374	93.74%
CYP1A2 inhibition	-	0.8635	86.35%
CYP2C8 inhibition	+	0.6681	66.81%
CYP inhibitory promiscuity	-	0.9083	90.83%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6727	67.27%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9138	91.38%
Skin irritation	-	0.6571	65.71%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8005	80.05%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7644	76.44%
skin sensitisation	-	0.8948	89.48%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7612	76.12%
Acute Oral Toxicity (c)	III	0.4127	41.27%
Estrogen receptor binding	+	0.6566	65.66%
Androgen receptor binding	+	0.7482	74.82%
Thyroid receptor binding	-	0.5916	59.16%
Glucocorticoid receptor binding	+	0.6464	64.64%
Aromatase binding	+	0.6790	67.90%
PPAR gamma	+	0.7434	74.34%
Honey bee toxicity	-	0.5368	53.68%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9499	94.99%

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	97.24%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.25%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.90%	91.11%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.44%	89.05%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	90.35%	97.34%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.29%	96.61%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.55%	92.94%
CHEMBL237	P41145	Kappa opioid receptor	89.02%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.52%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	88.39%	97.47%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.22%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.18%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.03%	91.24%
CHEMBL226	P30542	Adenosine A1 receptor	85.94%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.70%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.89%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.10%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.93%	82.69%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.09%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.73%	96.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.02%	96.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.48%	94.33%
CHEMBL259	P32245	Melanocortin receptor 4	80.46%	95.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.43%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	80.17%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.07%	95.89%

Plants that contains it

• Actaea cimicifuga

Cross-Links

• PubChem: 14769398
• LOTUS: LTS0169946
• wikiData: Q105035197