2-[2-[[17-[2-[6-[[3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-hydroxy-6-methylhept-4-en-2-yl]-12-hydroxy-4,4,8,10,14,17-hexamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 162b6794-5a25-49de-89c9-1cb340228c43
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[2-[[17-[2-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-hydroxy-6-methylhept-4-en-2-yl]-12-hydroxy-4,4,8,10,14,17-hexamethyl-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)C)CC(C6C3(CCC6(C)C(C)(CC=CC(C)(C)O)OC7C(C(C(C(O7)COC8C(C(C(O8)CO)O)O)O)O)O)C)O)C)C
• SMILES (Isomeric): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)C)CC(C6C3(CCC6(C)C(C)(CC=CC(C)(C)O)OC7C(C(C(C(O7)COC8C(C(C(O8)CO)O)O)O)O)O)C)O)C)C
• InChI: InChI=1S/C54H92O23/c1-48(2,69)13-10-14-54(9,77-46-41(68)37(64)35(62)28(74-46)23-70-44-39(66)34(61)27(22-57)71-44)53(8)18-17-52(7)43(53)24(58)19-30-50(5)15-12-31(49(3,4)29(50)11-16-51(30,52)6)75-47-42(38(65)33(60)26(21-56)73-47)76-45-40(67)36(63)32(59)25(20-55)72-45/h10,13,24-47,55-69H,11-12,14-23H2,1-9H3
• InChI Key: ZTTDUQJGYBRKFO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₉₂O₂₃
• Molecular Weight: 1109.30 g/mol
• Exact Mass: 1108.60293918 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -2.20
• H-Bond Acceptor: 23
• H-Bond Donor: 15
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6455	64.55%
Caco-2	-	0.9011	90.11%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7153	71.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8074	80.74%
OATP1B3 inhibitior	+	0.9059	90.59%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.8252	82.52%
P-glycoprotein inhibitior	+	0.7496	74.96%
P-glycoprotein substrate	-	0.5969	59.69%
CYP3A4 substrate	+	0.7469	74.69%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.9294	92.94%
CYP2C9 inhibition	-	0.9015	90.15%
CYP2C19 inhibition	-	0.8979	89.79%
CYP2D6 inhibition	-	0.9464	94.64%
CYP1A2 inhibition	-	0.9251	92.51%
CYP2C8 inhibition	+	0.7043	70.43%
CYP inhibitory promiscuity	-	0.9432	94.32%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5975	59.75%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.6460	64.60%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	-	0.7928	79.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.8484	84.84%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6009	60.09%
skin sensitisation	-	0.9191	91.91%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5788	57.88%
Acute Oral Toxicity (c)	I	0.7768	77.68%
Estrogen receptor binding	+	0.7658	76.58%
Androgen receptor binding	+	0.7464	74.64%
Thyroid receptor binding	+	0.5928	59.28%
Glucocorticoid receptor binding	+	0.7531	75.31%
Aromatase binding	+	0.6456	64.56%
PPAR gamma	+	0.7946	79.46%
Honey bee toxicity	-	0.6083	60.83%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9050	90.50%

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	98.60%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.96%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.27%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.57%	97.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	91.94%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.01%	95.58%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.54%	96.61%
CHEMBL1871	P10275	Androgen Receptor	86.63%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.51%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.59%	95.50%
CHEMBL1977	P11473	Vitamin D receptor	85.05%	99.43%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.65%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	84.38%	97.79%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.29%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.10%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.99%	86.33%
CHEMBL259	P32245	Melanocortin receptor 4	83.93%	95.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.72%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	83.44%	94.75%
CHEMBL233	P35372	Mu opioid receptor	82.00%	97.93%
CHEMBL5255	O00206	Toll-like receptor 4	81.43%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.29%	96.21%
CHEMBL220	P22303	Acetylcholinesterase	81.17%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.76%	97.36%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.06%	82.69%

Plants that contains it

• Panax notoginseng

Cross-Links

• PubChem: 163022494
• LOTUS: LTS0017214
• wikiData: Q105383196