(2R,3R,4S,5R,6S)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(E,2S)-6-hydroperoxy-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-4-en-2-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: f12c5cbb-a5de-46c8-99e4-2794e0442e49
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3R,4S,5R,6S)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(E,2S)-6-hydroperoxy-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-4-en-2-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1(C(CCC2(C1C(CC3(C2CC(C4C3(CCC4C(C)(CC=CC(C)(C)OO)OC5C(C(C(C(O5)COC6C(C(CO6)(CO)O)O)O)O)O)C)O)C)O)C)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1[C@H](C[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@@H]4[C@](C)(C/C=C/C(C)(C)OO)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO[C@H]6[C@@H]([C@](CO6)(CO)O)O)O)O)O)C)O)C)O)(C)C)O
• InChI: InChI=1S/C41H70O15/c1-35(2,56-51)12-9-13-40(8,55-33-30(48)29(47)28(46)24(54-33)18-52-34-32(49)41(50,19-42)20-53-34)21-10-15-38(6)27(21)22(43)16-25-37(5)14-11-26(45)36(3,4)31(37)23(44)17-39(25,38)7/h9,12,21-34,42-51H,10-11,13-20H2,1-8H3/b12-9+/t21-,22+,23-,24+,25+,26-,27-,28-,29-,30+,31-,32-,33-,34+,37+,38+,39+,40-,41+/m0/s1
• InChI Key: IUHBPCFXZYBDIY-HWJWAWHJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₇₀O₁₅
• Molecular Weight: 803.00 g/mol
• Exact Mass: 802.47147152 g/mol
• Topological Polar Surface Area (TPSA): 248.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.23
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6238	62.38%
Caco-2	-	0.8737	87.37%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6639	66.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8318	83.18%
OATP1B3 inhibitior	+	0.9168	91.68%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.6055	60.55%
P-glycoprotein inhibitior	+	0.7621	76.21%
P-glycoprotein substrate	+	0.5957	59.57%
CYP3A4 substrate	+	0.7381	73.81%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8419	84.19%
CYP3A4 inhibition	-	0.9275	92.75%
CYP2C9 inhibition	-	0.8657	86.57%
CYP2C19 inhibition	-	0.8475	84.75%
CYP2D6 inhibition	-	0.9342	93.42%
CYP1A2 inhibition	-	0.8788	87.88%
CYP2C8 inhibition	+	0.7382	73.82%
CYP inhibitory promiscuity	-	0.9338	93.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5821	58.21%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9082	90.82%
Skin irritation	-	0.6709	67.09%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	-	0.6117	61.17%
Human Ether-a-go-go-Related Gene inhibition	+	0.7170	71.70%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5660	56.60%
skin sensitisation	-	0.8881	88.81%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7446	74.46%
Acute Oral Toxicity (c)	I	0.5748	57.48%
Estrogen receptor binding	+	0.7086	70.86%
Androgen receptor binding	+	0.7414	74.14%
Thyroid receptor binding	-	0.5066	50.66%
Glucocorticoid receptor binding	+	0.6700	67.00%
Aromatase binding	+	0.6489	64.89%
PPAR gamma	+	0.7380	73.80%
Honey bee toxicity	-	0.6416	64.16%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9207	92.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	99.31%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.57%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	96.97%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.91%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.45%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.03%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.34%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.99%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.52%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.36%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.57%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.16%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.36%	96.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.02%	95.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.04%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.64%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.47%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.01%	97.36%
CHEMBL1937	Q92769	Histone deacetylase 2	83.51%	94.75%
CHEMBL1871	P10275	Androgen Receptor	83.11%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.53%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.51%	95.89%
CHEMBL5957	P21589	5'-nucleotidase	81.00%	97.78%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.89%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	80.54%	95.38%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 154496567
• LOTUS: LTS0054190
• wikiData: Q105120552