(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(E,4S)-4-[(2R)-3,3-dimethyloxiran-2-yl]-4-hydroxybut-2-en-2-yl]-3,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 7f9f3e9e-e537-4ccf-8f04-726f397e0e70
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(E,4S)-4-[(2R)-3,3-dimethyloxiran-2-yl]-4-hydroxybut-2-en-2-yl]-3,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CC(C1C(O1)(C)C)O)C2CCC3(C2C(CC4C3(CC(C5C4(CCC(C5(C)C)O)C)OC6C(C(C(C(O6)CO)O)O)O)C)O)C
• SMILES (Isomeric): C/C(=C\[C@@H]([C@@H]1C(O1)(C)C)O)/[C@H]2CC[C@@]3([C@@H]2[C@@H](C[C@H]4[C@]3(C[C@@H]([C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)O)C
• InChI: InChI=1S/C36H60O10/c1-17(13-20(39)30-33(4,5)46-30)18-9-12-35(7)25(18)19(38)14-23-34(6)11-10-24(40)32(2,3)29(34)21(15-36(23,35)8)44-31-28(43)27(42)26(41)22(16-37)45-31/h13,18-31,37-43H,9-12,14-16H2,1-8H3/b17-13+/t18-,19-,20+,21+,22-,23-,24+,25+,26-,27+,28-,29+,30-,31-,34-,35-,36-/m1/s1
• InChI Key: OUICDHFBMJCDTL-LTTVORMPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₀O₁₀
• Molecular Weight: 652.90 g/mol
• Exact Mass: 652.41864811 g/mol
• Topological Polar Surface Area (TPSA): 173.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7812	78.12%
Caco-2	-	0.8447	84.47%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7103	71.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8599	85.99%
OATP1B3 inhibitior	+	0.8785	87.85%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8393	83.93%
P-glycoprotein inhibitior	+	0.6904	69.04%
P-glycoprotein substrate	-	0.5673	56.73%
CYP3A4 substrate	+	0.7263	72.63%
CYP2C9 substrate	-	0.8034	80.34%
CYP2D6 substrate	-	0.8362	83.62%
CYP3A4 inhibition	-	0.9030	90.30%
CYP2C9 inhibition	-	0.7490	74.90%
CYP2C19 inhibition	-	0.8808	88.08%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	-	0.8605	86.05%
CYP2C8 inhibition	+	0.6448	64.48%
CYP inhibitory promiscuity	-	0.9119	91.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6601	66.01%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9197	91.97%
Skin irritation	-	0.5805	58.05%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.7624	76.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7853	78.53%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8757	87.57%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7229	72.29%
Acute Oral Toxicity (c)	I	0.5717	57.17%
Estrogen receptor binding	+	0.6438	64.38%
Androgen receptor binding	+	0.7418	74.18%
Thyroid receptor binding	-	0.5405	54.05%
Glucocorticoid receptor binding	+	0.5820	58.20%
Aromatase binding	+	0.6830	68.30%
PPAR gamma	+	0.6653	66.53%
Honey bee toxicity	-	0.5793	57.93%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9350	93.50%

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	98.16%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.44%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.63%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	95.61%	95.58%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.07%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.91%	85.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.01%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.19%	94.45%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.05%	92.86%
CHEMBL226	P30542	Adenosine A1 receptor	88.78%	95.93%
CHEMBL206	P03372	Estrogen receptor alpha	88.12%	97.64%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.85%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.48%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.39%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.15%	93.10%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	87.14%	97.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.76%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.18%	82.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.10%	96.38%
CHEMBL2581	P07339	Cathepsin D	83.90%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	83.58%	95.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.69%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.94%	97.79%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.53%	89.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.34%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.28%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.00%	100.00%

Plants that contains it

• Panax notoginseng

Cross-Links

• PubChem: 162868732
• LOTUS: LTS0180465
• wikiData: Q105200163