(2R,3R,4S,5S,6R)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-[(E,2S)-6-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-4-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)oxane-3,4,5-triol

Details

• Internal ID: a2a12462-d22f-45d9-a89f-6fad125bb5cd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-[(E,2S)-6-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-4-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)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)O)C)CC(C5C3(CCC5C(C)(CC=CC(C)(C)O)OC6C(C(C(C(O6)CO)O)O)O)C)O)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@@H]4[C@](C)(C/C=C/C(C)(C)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)O)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C42H72O14/c1-37(2,52)13-9-14-42(8,56-36-34(51)32(49)30(47)24(20-44)54-36)21-10-16-41(7)28(21)22(45)18-26-39(5)15-12-27(38(3,4)25(39)11-17-40(26,41)6)55-35-33(50)31(48)29(46)23(19-43)53-35/h9,13,21-36,43-52H,10-12,14-20H2,1-8H3/b13-9+/t21-,22+,23+,24+,25-,26+,27-,28-,29+,30+,31-,32-,33+,34+,35-,36-,39-,40+,41+,42-/m0/s1
• InChI Key: DLGUZDHEUZPNLJ-YZSKAGILSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂O₁₄
• Molecular Weight: 801.00 g/mol
• Exact Mass: 800.49220697 g/mol
• Topological Polar Surface Area (TPSA): 239.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.12
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5819	58.19%
Caco-2	-	0.8758	87.58%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6855	68.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7967	79.67%
OATP1B3 inhibitior	+	0.8571	85.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.7044	70.44%
P-glycoprotein inhibitior	+	0.7766	77.66%
P-glycoprotein substrate	-	0.7953	79.53%
CYP3A4 substrate	+	0.7226	72.26%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.9499	94.99%
CYP2C9 inhibition	-	0.9049	90.49%
CYP2C19 inhibition	-	0.9009	90.09%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.9233	92.33%
CYP2C8 inhibition	+	0.6439	64.39%
CYP inhibitory promiscuity	-	0.9602	96.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6640	66.40%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9098	90.98%
Skin irritation	-	0.6582	65.82%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	-	0.7970	79.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7835	78.35%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5154	51.54%
skin sensitisation	-	0.9219	92.19%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7087	70.87%
Acute Oral Toxicity (c)	I	0.6662	66.62%
Estrogen receptor binding	+	0.7102	71.02%
Androgen receptor binding	+	0.7296	72.96%
Thyroid receptor binding	-	0.5433	54.33%
Glucocorticoid receptor binding	+	0.6716	67.16%
Aromatase binding	+	0.6618	66.18%
PPAR gamma	+	0.7240	72.40%
Honey bee toxicity	-	0.6035	60.35%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8873	88.73%

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	97.54%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.92%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.70%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.51%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	90.28%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.85%	86.33%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	88.50%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.57%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.76%	82.69%
CHEMBL1977	P11473	Vitamin D receptor	86.33%	99.43%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.18%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.90%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	84.69%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.25%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.24%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.17%	97.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.75%	97.36%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.56%	96.21%
CHEMBL220	P22303	Acetylcholinesterase	81.55%	94.45%
CHEMBL2581	P07339	Cathepsin D	80.52%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.34%	95.50%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 13992219
• LOTUS: LTS0128015
• wikiData: Q104984275