(2R,3R,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2,3-dihydroxy-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: ea9aa46d-0b09-4abc-ba9e-6cdeb2faa067
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2,3-dihydroxy-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)C2C1)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]4CC(CC5)(C)C)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/C36H56O11/c1-31(2)11-13-36(30(45)47-28-26(41)25(40)24(39)21(17-37)46-28)14-12-33(4)18(19(36)15-31)7-8-22-32(3)16-20(38)27(42)35(6,29(43)44)23(32)9-10-34(22,33)5/h7,19-28,37-42H,8-17H2,1-6H3,(H,43,44)/t19-,20+,21+,22+,23+,24+,25-,26+,27-,28-,32+,33+,34+,35+,36-/m0/s1
• InChI Key: GROAMHGOGCOGOE-RZROQSMZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₆O₁₁
• Molecular Weight: 664.80 g/mol
• Exact Mass: 664.38226260 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 2.53
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• 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	-	0.8478	84.78%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8773	87.73%
OATP2B1 inhibitior	-	0.5862	58.62%
OATP1B1 inhibitior	+	0.7999	79.99%
OATP1B3 inhibitior	-	0.3629	36.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5068	50.68%
BSEP inhibitior	-	0.5862	58.62%
P-glycoprotein inhibitior	+	0.7209	72.09%
P-glycoprotein substrate	-	0.7930	79.30%
CYP3A4 substrate	+	0.6798	67.98%
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	+	0.5561	55.61%
CYP inhibitory promiscuity	-	0.9493	94.93%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7045	70.45%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9185	91.85%
Skin irritation	-	0.5374	53.74%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.9370	93.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6699	66.99%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6047	60.47%
Acute Oral Toxicity (c)	III	0.7925	79.25%
Estrogen receptor binding	+	0.6838	68.38%
Androgen receptor binding	+	0.7328	73.28%
Thyroid receptor binding	-	0.5644	56.44%
Glucocorticoid receptor binding	+	0.6894	68.94%
Aromatase binding	+	0.6602	66.02%
PPAR gamma	+	0.6637	66.37%
Honey bee toxicity	-	0.8024	80.24%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6750	67.50%
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	98.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.70%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.28%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.88%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.00%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.30%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	88.15%	83.82%
CHEMBL5255	O00206	Toll-like receptor 4	83.69%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.63%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.04%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.83%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.61%	96.61%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.65%	93.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.49%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.42%	95.89%

Plants that contains it

• Barbarea verna
• Chaenomeles sinensis
• Chenopodium foliosum
• Orthocaulis attenuatus
• Scabiosa pyrenaica

Cross-Links

• PubChem: 10055182
• NPASS: NPC292603
• LOTUS: LTS0152573
• wikiData: Q105016280