(2R,3R,4S,4aR,6aR,6bS,8aR,12S,12aS,14aR,14bR)-2,3,12-trihydroxy-4,6a,6b,11,11,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

Details

• Internal ID: 9e2da42d-f57d-4bef-af1e-d47ae961fb39
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3R,4S,4aR,6aR,6bS,8aR,12S,12aS,14aR,14bR)-2,3,12-trihydroxy-4,6a,6b,11,11,14b-hexamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C(=O)O)O)O)C)C)C2C1O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@H]4[C@@H](C(CC5)(C)C)O)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)(C[C@H]([C@@H]([C@@]3(C)C(=O)O)O)O)C
• InChI: InChI=1S/C36H56O12/c1-31(2)11-13-36(30(46)48-28-25(41)24(40)23(39)19(16-37)47-28)14-12-33(4)17(22(36)27(31)43)7-8-20-32(3)15-18(38)26(42)35(6,29(44)45)21(32)9-10-34(20,33)5/h7,18-28,37-43H,8-16H2,1-6H3,(H,44,45)/t18-,19-,20-,21-,22-,23-,24+,25-,26+,27+,28+,32-,33-,34-,35+,36+/m1/s1
• InChI Key: NZNHJGNBLPBNLU-DAFWWYQPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₆O₁₂
• Molecular Weight: 680.80 g/mol
• Exact Mass: 680.37717722 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8588	85.88%
Caco-2	-	0.8546	85.46%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8773	87.73%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.8272	82.72%
OATP1B3 inhibitior	-	0.3629	36.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5068	50.68%
BSEP inhibitior	-	0.5970	59.70%
P-glycoprotein inhibitior	+	0.7131	71.31%
P-glycoprotein substrate	-	0.7119	71.19%
CYP3A4 substrate	+	0.6934	69.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8692	86.92%
CYP3A4 inhibition	-	0.6752	67.52%
CYP2C9 inhibition	-	0.8118	81.18%
CYP2C19 inhibition	-	0.8976	89.76%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.8037	80.37%
CYP2C8 inhibition	+	0.6370	63.70%
CYP inhibitory promiscuity	-	0.9493	94.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7045	70.45%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9170	91.70%
Skin irritation	-	0.5374	53.74%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.8570	85.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7317	73.17%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5685	56.85%
Acute Oral Toxicity (c)	III	0.7925	79.25%
Estrogen receptor binding	+	0.6848	68.48%
Androgen receptor binding	+	0.7380	73.80%
Thyroid receptor binding	-	0.5678	56.78%
Glucocorticoid receptor binding	+	0.6909	69.09%
Aromatase binding	+	0.6535	65.35%
PPAR gamma	+	0.6731	67.31%
Honey bee toxicity	-	0.7902	79.02%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9722	97.22%

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	98.92%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.14%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.06%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.29%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.21%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	84.15%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.34%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.57%	96.21%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.51%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.31%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.13%	92.50%
CHEMBL2581	P07339	Cathepsin D	81.84%	98.95%
CHEMBL5028	O14672	ADAM10	80.17%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.10%	95.89%

Plants that contains it

• Barringtonia acutangula

Cross-Links

• PubChem: 162906221
• LOTUS: LTS0176825
• wikiData: Q105188317