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

Details

• Internal ID: 0c70a202-72f6-4a72-b9d6-282a3ce15993
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(3R,5R,8R,9R,10R,12S,13R,14R,17S)-12-hydroxy-17-[(2S,5S)-5-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=C)C(CCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)C)OC7C(C(C(C(O7)CO)O)O)O)O
• SMILES (Isomeric): CC(=C)[C@H](CC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O
• InChI: InChI=1S/C48H82O19/c1-21(2)23(52)10-16-48(8,67-42-39(61)36(58)33(55)26(19-50)63-42)22-9-14-47(7)31(22)24(53)17-29-45(5)13-12-30(44(3,4)28(45)11-15-46(29,47)6)65-43-40(37(59)34(56)27(20-51)64-43)66-41-38(60)35(57)32(54)25(18-49)62-41/h22-43,49-61H,1,9-20H2,2-8H3/t22-,23-,24-,25+,26+,27+,28-,29+,30+,31-,32+,33+,34+,35-,36-,37-,38+,39+,40+,41-,42-,43-,45-,46+,47+,48-/m0/s1
• InChI Key: FAJNTKKJVSRNEJ-HAPFJBOCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₂O₁₉
• Molecular Weight: 963.20 g/mol
• Exact Mass: 962.54503038 g/mol
• Topological Polar Surface Area (TPSA): 318.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): -1.06
• H-Bond Acceptor: 19
• H-Bond Donor: 13
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6672	66.72%
Caco-2	-	0.8948	89.48%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6775	67.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8237	82.37%
OATP1B3 inhibitior	+	0.8181	81.81%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6292	62.92%
P-glycoprotein inhibitior	+	0.7513	75.13%
P-glycoprotein substrate	-	0.6265	62.65%
CYP3A4 substrate	+	0.7344	73.44%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9292	92.92%
CYP2C9 inhibition	-	0.8423	84.23%
CYP2C19 inhibition	-	0.8753	87.53%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.8923	89.23%
CYP2C8 inhibition	+	0.5950	59.50%
CYP inhibitory promiscuity	-	0.9433	94.33%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6676	66.76%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.5726	57.26%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	-	0.7978	79.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8109	81.09%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5203	52.03%
skin sensitisation	-	0.8862	88.62%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7130	71.30%
Acute Oral Toxicity (c)	I	0.5121	51.21%
Estrogen receptor binding	+	0.7556	75.56%
Androgen receptor binding	+	0.7553	75.53%
Thyroid receptor binding	-	0.5579	55.79%
Glucocorticoid receptor binding	+	0.6318	63.18%
Aromatase binding	+	0.6615	66.15%
PPAR gamma	+	0.7521	75.21%
Honey bee toxicity	-	0.5397	53.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9570	95.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.48%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.93%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.16%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.92%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.26%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	91.89%	98.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.59%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.67%	92.94%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.56%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.27%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.85%	92.86%
CHEMBL2996	Q05655	Protein kinase C delta	88.63%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.97%	97.14%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.71%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.25%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.96%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.78%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.74%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.38%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.08%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.91%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.63%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.40%	96.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.24%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.98%	97.36%
CHEMBL206	P03372	Estrogen receptor alpha	82.54%	97.64%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.07%	97.86%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	80.84%	92.50%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 162917901
• LOTUS: LTS0168779
• wikiData: Q104992295