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

Details

• Internal ID: dca73870-3f2a-45bc-9d82-e605da592670
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[10-(hydroxymethyl)-4,4,8,14-tetramethyl-17-[6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(C)(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)CO)C)C)OC6C(C(C(C(O6)CO)O)O)O)C
• SMILES (Isomeric): CC(=CCCC(C)(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)CO)C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C
• InChI: InChI=1S/C42H72O13/c1-22(2)9-8-15-41(7,55-37-35(51)33(49)31(47)26(20-44)53-37)24-12-16-39(5)23(24)10-11-28-40(39,6)17-13-27-38(3,4)29(14-18-42(27,28)21-45)54-36-34(50)32(48)30(46)25(19-43)52-36/h9,23-37,43-51H,8,10-21H2,1-7H3/t23?,24?,25-,26-,27?,28?,29?,30-,31-,32+,33+,34-,35-,36+,37+,39?,40?,41?,42?/m1/s1
• InChI Key: YRUYJWYBNXTLOE-FEBSBVFDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂O₁₃
• Molecular Weight: 785.00 g/mol
• Exact Mass: 784.49729235 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6382	63.82%
Caco-2	-	0.8813	88.13%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7733	77.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8328	83.28%
OATP1B3 inhibitior	-	0.2200	22.00%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6442	64.42%
P-glycoprotein inhibitior	+	0.7957	79.57%
P-glycoprotein substrate	-	0.7889	78.89%
CYP3A4 substrate	+	0.6989	69.89%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9655	96.55%
CYP2C9 inhibition	-	0.8609	86.09%
CYP2C19 inhibition	-	0.8930	89.30%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.8844	88.44%
CYP2C8 inhibition	+	0.6705	67.05%
CYP inhibitory promiscuity	-	0.8975	89.75%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6539	65.39%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9117	91.17%
Skin irritation	-	0.6432	64.32%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	-	0.7570	75.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7959	79.59%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5342	53.42%
skin sensitisation	-	0.9031	90.31%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4516	45.16%
Estrogen receptor binding	+	0.7087	70.87%
Androgen receptor binding	+	0.7505	75.05%
Thyroid receptor binding	-	0.5658	56.58%
Glucocorticoid receptor binding	+	0.6377	63.77%
Aromatase binding	+	0.6762	67.62%
PPAR gamma	+	0.7247	72.47%
Honey bee toxicity	-	0.5459	54.59%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9438	94.38%

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	97.57%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.87%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.48%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.85%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.55%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.48%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.24%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.13%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.06%	92.94%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.54%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.43%	95.50%
CHEMBL259	P32245	Melanocortin receptor 4	85.50%	95.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.97%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.87%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.85%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.64%	93.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.61%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.24%	91.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.93%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.67%	95.71%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.60%	91.03%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.43%	92.88%
CHEMBL2581	P07339	Cathepsin D	81.16%	98.95%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	80.56%	97.88%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 11968551
• NPASS: NPC311726
• LOTUS: LTS0158180
• wikiData: Q105353118