(2S,3R,4R,5R)-2-methyl-6-[[(2R,3S,4S,5R)-3,4,5-trihydroxy-6-[[(14R)-12-hydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(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: ea66ab67-5059-4b83-b2b0-6bd00104f9fb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4R,5R)-2-methyl-6-[[(2R,3S,4S,5R)-3,4,5-trihydroxy-6-[[(14R)-12-hydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(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)C)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H](C(O1)OC[C@@H]2[C@H]([C@@H]([C@H](C(O2)OC3CCC4(C(C3(C)C)CCC5(C4CC(C6[C@]5(CCC6[C@](C)(CCC=C(C)C)OC7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)O)C)C)O)O)O)O)O)O
• InChI: InChI=1S/C48H82O17/c1-22(2)11-10-15-48(9,65-43-40(59)36(55)33(52)26(20-49)62-43)24-12-17-47(8)31(24)25(50)19-29-45(6)16-14-30(44(4,5)28(45)13-18-46(29,47)7)64-42-39(58)37(56)34(53)27(63-42)21-60-41-38(57)35(54)32(51)23(3)61-41/h11,23-43,49-59H,10,12-21H2,1-9H3/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: OUGUAJZGGCBKHO-FOBFGKDDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₂O₁₇
• Molecular Weight: 931.20 g/mol
• Exact Mass: 930.55520114 g/mol
• Topological Polar Surface Area (TPSA): 278.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.00
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 12

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	-	0.8961	89.61%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7988	79.88%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8004	80.04%
P-glycoprotein inhibitior	+	0.7622	76.22%
P-glycoprotein substrate	-	0.7021	70.21%
CYP3A4 substrate	+	0.7221	72.21%
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	+	0.6901	69.01%
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	-	0.9056	90.56%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7754	77.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8367	83.67%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5831	58.31%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7271	72.71%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.7886	78.86%
Androgen receptor binding	+	0.7313	73.13%
Thyroid receptor binding	-	0.5161	51.61%
Glucocorticoid receptor binding	+	0.7206	72.06%
Aromatase binding	+	0.6723	67.23%
PPAR gamma	+	0.7788	77.88%
Honey bee toxicity	-	0.5734	57.34%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.25%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.66%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.10%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.93%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.49%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	92.70%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.44%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.15%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.29%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.62%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.51%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.81%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.26%	89.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.07%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.05%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.95%	93.04%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.52%	95.83%
CHEMBL1937	Q92769	Histone deacetylase 2	82.19%	94.75%
CHEMBL259	P32245	Melanocortin receptor 4	82.18%	95.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.04%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.56%	96.90%
CHEMBL5028	O14672	ADAM10	81.23%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.06%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.71%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.46%	82.69%
CHEMBL1977	P11473	Vitamin D receptor	80.25%	99.43%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 11535296
• NPASS: NPC222021