(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[12-hydroxy-10-(hydroxymethyl)-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 33a03da3-839e-4253-92c7-d5ef784ad8fd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[12-hydroxy-10-(hydroxymethyl)-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)CO)C)O)C)O)C
• SMILES (Isomeric): CC(=CCC[C@@](C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)CO)C)O)C)O)C
• InChI: InChI=1S/C42H72O14/c1-21(2)9-8-13-41(7,52)22-10-14-40(6)29(22)23(46)17-27-39(40,5)15-11-26-38(3,4)28(12-16-42(26,27)20-45)55-37-35(33(50)31(48)25(19-44)54-37)56-36-34(51)32(49)30(47)24(18-43)53-36/h9,22-37,43-52H,8,10-20H2,1-7H3/t22?,23?,24-,25-,26?,27?,28?,29?,30-,31-,32+,33+,34-,35-,36+,37+,39?,40?,41+,42?/m1/s1
• InChI Key: QMSHNTRDIWOFAS-TWNCCVJKSA-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: 2.80
• Atomic LogP (AlogP): 1.12
• H-Bond Acceptor: 14
• 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	+	0.6877	68.77%
Caco-2	-	0.8845	88.45%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8108	81.08%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.5663	56.63%
P-glycoprotein inhibitior	+	0.7922	79.22%
P-glycoprotein substrate	-	0.8040	80.40%
CYP3A4 substrate	+	0.7169	71.69%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
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	+	0.6854	68.54%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6474	64.74%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9102	91.02%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8403	84.03%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5114	51.14%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.4809	48.09%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.7495	74.95%
Androgen receptor binding	+	0.7427	74.27%
Thyroid receptor binding	-	0.5869	58.69%
Glucocorticoid receptor binding	+	0.6186	61.86%
Aromatase binding	+	0.6721	67.21%
PPAR gamma	+	0.7401	74.01%
Honey bee toxicity	-	0.5203	52.03%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.84%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.59%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.61%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.07%	95.58%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.89%	92.94%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	91.44%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.95%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	90.29%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.23%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.08%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.63%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.32%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	86.08%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.34%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.20%	96.61%
CHEMBL1937	Q92769	Histone deacetylase 2	83.12%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.74%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.67%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.76%	92.62%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	81.67%	95.52%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.50%	100.00%
CHEMBL2581	P07339	Cathepsin D	80.11%	98.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.11%	92.88%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 11968580
• NPASS: NPC275369
• LOTUS: LTS0112200
• wikiData: Q105224140