[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl] (2R,4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-5,10,11-trihydroxy-2,9-bis(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: c9fede3b-d559-428e-b233-72e7ff6662eb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl] (2R,4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-5,10,11-trihydroxy-2,9-bis(hydroxymethyl)-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC(=O)C23CCC(CC2C4=CCC5C(C4(CC3O)C)(CCC6C5(CC(C(C6(C)CO)O)O)C)C)(C)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)OC(=O)[C@]23CC[C@@](C[C@H]2C4=CC[C@H]5[C@]([C@@]4(C[C@H]3O)C)(CC[C@@H]6[C@@]5(C[C@H]([C@@H]([C@@]6(C)CO)O)O)C)C)(C)CO)O)O)O
• InChI: InChI=1S/C36H58O11/c1-18-25(41)26(42)27(43)29(46-18)47-30(45)36-12-11-31(2,16-37)13-20(36)19-7-8-23-32(3)14-21(39)28(44)33(4,17-38)22(32)9-10-34(23,5)35(19,6)15-24(36)40/h7,18,20-29,37-44H,8-17H2,1-6H3/t18-,20+,21-,22-,23-,24-,25+,26+,27-,28+,29+,31-,32+,33+,34-,35-,36-/m1/s1
• InChI Key: NIKVJBIXIZLKKT-WCTSWOHPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₁₁
• Molecular Weight: 666.80 g/mol
• Exact Mass: 666.39791266 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.41
• 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	+	0.7816	78.16%
Caco-2	-	0.8345	83.45%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8204	82.04%
OATP2B1 inhibitior	-	0.7244	72.44%
OATP1B1 inhibitior	+	0.8429	84.29%
OATP1B3 inhibitior	-	0.3793	37.93%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	-	0.4840	48.40%
P-glycoprotein inhibitior	+	0.6929	69.29%
P-glycoprotein substrate	-	0.5260	52.60%
CYP3A4 substrate	+	0.7120	71.20%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.8962	89.62%
CYP2C9 inhibition	-	0.9176	91.76%
CYP2C19 inhibition	-	0.8899	88.99%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.8393	83.93%
CYP2C8 inhibition	+	0.6507	65.07%
CYP inhibitory promiscuity	-	0.9592	95.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6960	69.60%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9162	91.62%
Skin irritation	-	0.5684	56.84%
Skin corrosion	-	0.9512	95.12%
Ames mutagenesis	-	0.8070	80.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6985	69.85%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7796	77.96%
skin sensitisation	-	0.9134	91.34%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5303	53.03%
Acute Oral Toxicity (c)	III	0.7112	71.12%
Estrogen receptor binding	+	0.6543	65.43%
Androgen receptor binding	+	0.7364	73.64%
Thyroid receptor binding	-	0.5508	55.08%
Glucocorticoid receptor binding	+	0.6706	67.06%
Aromatase binding	+	0.6361	63.61%
PPAR gamma	+	0.6477	64.77%
Honey bee toxicity	-	0.7943	79.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.9323	93.23%

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	98.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.87%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.44%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.41%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.84%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.44%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.40%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.29%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.73%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.52%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.83%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.57%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.38%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.31%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.67%	92.94%
CHEMBL5028	O14672	ADAM10	81.59%	97.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.08%	96.61%

Plants that contains it

• Combretum quadrangulare
• Melissa officinalis

Cross-Links

• PubChem: 163105208
• LOTUS: LTS0068004
• wikiData: Q105179873