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

Details

• Internal ID: b3a03666-60c5-4295-8469-229fadc21b3a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3S,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(14R)-12-hydroxy-10-(hydroxymethyl)-4,4,8,14-tetramethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3CCC4(C(C3(C)C)CCC5(C4CC(C6C5(CCC6C(C)(CCC=C(C)C)OC7C(C(C(C(O7)CO)O)O)O)C)O)C)CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3CCC4(C(C3(C)C)CCC5(C4CC(C6[C@]5(CCC6[C@](C)(CCC=C(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)O)C)CO)O)O)O)O)O)O
• InChI: InChI=1S/C48H82O18/c1-22(2)10-9-14-47(8,66-43-40(60)36(56)33(53)26(19-49)63-43)24-11-15-46(7)31(24)25(51)18-29-45(46,6)16-12-28-44(4,5)30(13-17-48(28,29)21-50)65-42-39(59)37(57)34(54)27(64-42)20-61-41-38(58)35(55)32(52)23(3)62-41/h10,23-43,49-60H,9,11-21H2,1-8H3/t23-,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: ZVPGJILNRVROHY-WJRKXRQXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₂O₁₈
• Molecular Weight: 947.20 g/mol
• Exact Mass: 946.55011576 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): -0.03
• H-Bond Acceptor: 18
• H-Bond Donor: 12
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6877	68.77%
Caco-2	-	0.8958	89.58%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8108	81.08%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8453	84.53%
P-glycoprotein inhibitior	+	0.7591	75.91%
P-glycoprotein substrate	-	0.5867	58.67%
CYP3A4 substrate	+	0.7175	71.75%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9502	95.02%
CYP2C9 inhibition	-	0.8671	86.71%
CYP2C19 inhibition	-	0.9036	90.36%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.9057	90.57%
CYP2C8 inhibition	+	0.7370	73.70%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6474	64.74%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9059	90.59%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8394	83.94%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5620	56.20%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.4647	46.47%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.8005	80.05%
Androgen receptor binding	+	0.7394	73.94%
Thyroid receptor binding	-	0.5176	51.76%
Glucocorticoid receptor binding	+	0.7142	71.42%
Aromatase binding	+	0.6644	66.44%
PPAR gamma	+	0.7860	78.60%
Honey bee toxicity	-	0.5660	56.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9172	91.72%

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	98.57%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.37%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.51%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.74%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.75%	92.94%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.15%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.60%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.39%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	90.03%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.57%	95.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.04%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.81%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.35%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	85.24%	95.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.47%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.83%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.81%	98.95%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.26%	95.83%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.19%	92.86%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.14%	93.04%
CHEMBL1951	P21397	Monoamine oxidase A	81.06%	91.49%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.84%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.80%	96.90%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.72%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	80.64%	94.75%
CHEMBL5028	O14672	ADAM10	80.03%	97.50%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 11968548
• NPASS: NPC181149