(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[[(4R,4aR,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-10-hydroxy-9-(hydroxymethyl)-2,2,4a,6a,6b,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 839e7f79-e043-4b34-9c55-70e0a187aae5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[[(4R,4aR,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-10-hydroxy-9-(hydroxymethyl)-2,2,4a,6a,6b,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(C(C1)OC6C(C(C(CO6)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)(C)CO)O)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(C[C@H]5O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)(C)C)C)C)C)(C)CO)O
• InChI: InChI=1S/C41H68O12/c1-36(2)16-22-21-8-9-26-38(4)12-11-27(45)39(5,20-43)25(38)10-13-41(26,7)40(21,6)15-14-37(22,3)28(17-36)52-35-33(29(46)23(44)19-50-35)53-34-32(49)31(48)30(47)24(18-42)51-34/h8,22-35,42-49H,9-20H2,1-7H3/t22-,23-,24+,25+,26+,27-,28+,29-,30+,31-,32+,33+,34-,35-,37+,38-,39+,40+,41+/m0/s1
• InChI Key: SIMOVAGJEDPODI-BBNQVVRSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₈O₁₂
• Molecular Weight: 753.00 g/mol
• Exact Mass: 752.47107760 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7084	70.84%
Caco-2	-	0.8692	86.92%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7876	78.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8639	86.39%
OATP1B3 inhibitior	-	0.4367	43.67%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.6246	62.46%
P-glycoprotein inhibitior	+	0.7478	74.78%
P-glycoprotein substrate	-	0.6929	69.29%
CYP3A4 substrate	+	0.7177	71.77%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9345	93.45%
CYP2C9 inhibition	-	0.8819	88.19%
CYP2C19 inhibition	-	0.8988	89.88%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8923	89.23%
CYP2C8 inhibition	+	0.6576	65.76%
CYP inhibitory promiscuity	-	0.9600	96.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6252	62.52%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9144	91.44%
Skin irritation	-	0.6425	64.25%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8056	80.56%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7927	79.27%
skin sensitisation	-	0.8896	88.96%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.7272	72.72%
Acute Oral Toxicity (c)	III	0.7434	74.34%
Estrogen receptor binding	+	0.6354	63.54%
Androgen receptor binding	+	0.7289	72.89%
Thyroid receptor binding	-	0.6034	60.34%
Glucocorticoid receptor binding	+	0.5763	57.63%
Aromatase binding	+	0.6582	65.82%
PPAR gamma	+	0.6831	68.31%
Honey bee toxicity	-	0.7047	70.47%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9174	91.74%

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	96.45%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.14%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.26%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.76%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.33%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.49%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.48%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.68%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.39%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.96%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.90%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.31%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.40%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.42%	92.62%
CHEMBL2581	P07339	Cathepsin D	80.30%	98.95%

Plants that contains it

• Astragalus icmadophilus

Cross-Links

• PubChem: 162878333
• LOTUS: LTS0109123
• wikiData: Q105253852