(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-[(1S,2S,3R)-1,2-dihydroxy-3-(2-hydroxypropan-2-yl)cyclopentyl]-12-hydroxy-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]-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: dc00a2bd-28b2-4dea-9185-407448d5f265
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-[(1S,2S,3R)-1,2-dihydroxy-3-(2-hydroxypropan-2-yl)cyclopentyl]-12-hydroxy-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]-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)C)CCC5(C4CC(C6C5(CCC6C7(CCC(C7O)C(C)(C)O)O)C)O)C)C)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]5([C@@H]4C[C@H]([C@H]6[C@]5(CC[C@@H]6[C@]7(CC[C@H]([C@@H]7O)C(C)(C)O)O)C)O)C)C)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O
• InChI: InChI=1S/C47H80O18/c1-20-30(51)32(53)34(55)39(61-20)65-37-36(64-40-35(56)33(54)31(52)25(18-48)62-40)24(50)19-60-41(37)63-28-12-13-44(6)26(42(28,2)3)11-15-45(7)27(44)17-23(49)29-21(9-14-46(29,45)8)47(59)16-10-22(38(47)57)43(4,5)58/h20-41,48-59H,9-19H2,1-8H3/t20-,21-,22+,23+,24-,25+,26-,27+,28-,29-,30-,31+,32+,33-,34+,35+,36-,37+,38-,39-,40-,41-,44-,45+,46+,47-/m0/s1
• InChI Key: MTNSNHZFEXOODW-VMUSXEIBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₈₀O₁₈
• Molecular Weight: 933.10 g/mol
• Exact Mass: 932.53446570 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.58
• H-Bond Acceptor: 18
• H-Bond Donor: 12
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5873	58.73%
Caco-2	-	0.8917	89.17%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7148	71.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7931	79.31%
OATP1B3 inhibitior	+	0.9066	90.66%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.7544	75.44%
P-glycoprotein substrate	-	0.5695	56.95%
CYP3A4 substrate	+	0.7433	74.33%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.9380	93.80%
CYP2C9 inhibition	-	0.8899	88.99%
CYP2C19 inhibition	-	0.8991	89.91%
CYP2D6 inhibition	-	0.9571	95.71%
CYP1A2 inhibition	-	0.9252	92.52%
CYP2C8 inhibition	+	0.7216	72.16%
CYP inhibitory promiscuity	-	0.9594	95.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6773	67.73%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9051	90.51%
Skin irritation	-	0.7218	72.18%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.6324	63.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8025	80.25%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7210	72.10%
skin sensitisation	-	0.9339	93.39%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9421	94.21%
Acute Oral Toxicity (c)	I	0.6646	66.46%
Estrogen receptor binding	+	0.7700	77.00%
Androgen receptor binding	+	0.7386	73.86%
Thyroid receptor binding	-	0.5756	57.56%
Glucocorticoid receptor binding	+	0.6587	65.87%
Aromatase binding	+	0.6561	65.61%
PPAR gamma	+	0.7665	76.65%
Honey bee toxicity	-	0.6036	60.36%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8187	81.87%

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	96.41%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	96.13%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.10%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.45%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.49%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.08%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.79%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.76%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.44%	89.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.00%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.96%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.04%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.25%	91.24%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.47%	97.36%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.69%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.12%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.89%	95.56%
CHEMBL5028	O14672	ADAM10	81.79%	97.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.31%	86.92%

Plants that contains it

• Coleostephus myconis
• Dahlia pinnata
• Gynostemma pentaphyllum
• Synotis alata

Cross-Links

• PubChem: 46850204
• NPASS: NPC193809
• LOTUS: LTS0092910
• wikiData: Q105171793