17-(1,2-dihydroxy-6-methylhept-5-en-2-yl)-3-[5-hydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,4,8,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

Details

• Internal ID: b237221d-a280-497f-892a-3cff63f3bb31
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 17-(1,2-dihydroxy-6-methylhept-5-en-2-yl)-3-[5-hydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,4,8,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC6C(CCC6(C5(CCC4C3(C)C)C)C)C(CCC=C(C)C)(CO)O)C=O)O)OC7C(C(C(CO7)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC6C(CCC6(C5(CCC4C3(C)C)C)C)C(CCC=C(C)C)(CO)O)C=O)O)OC7C(C(C(CO7)O)O)O)O)O)O
• InChI: InChI=1S/C46H76O16/c1-23(2)9-8-15-46(56,22-48)26-12-16-43(6)25(26)10-11-30-44(43,7)17-13-29-42(4,5)31(14-18-45(29,30)21-47)60-41-38(62-40-36(55)34(53)32(51)24(3)59-40)37(28(50)20-58-41)61-39-35(54)33(52)27(49)19-57-39/h9,21,24-41,48-56H,8,10-20,22H2,1-7H3
• InChI Key: GCXPWGOMZLYWLE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₆O₁₆
• Molecular Weight: 885.10 g/mol
• Exact Mass: 884.51333633 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.46
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7719	77.19%
Caco-2	-	0.8877	88.77%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8134	81.34%
OATP2B1 inhibitior	-	0.8778	87.78%
OATP1B1 inhibitior	+	0.8038	80.38%
OATP1B3 inhibitior	-	0.2428	24.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.8780	87.80%
P-glycoprotein inhibitior	+	0.7567	75.67%
P-glycoprotein substrate	+	0.5267	52.67%
CYP3A4 substrate	+	0.7336	73.36%
CYP2C9 substrate	-	0.7899	78.99%
CYP2D6 substrate	-	0.8421	84.21%
CYP3A4 inhibition	-	0.9469	94.69%
CYP2C9 inhibition	-	0.8637	86.37%
CYP2C19 inhibition	-	0.9118	91.18%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.9069	90.69%
CYP2C8 inhibition	+	0.7401	74.01%
CYP inhibitory promiscuity	-	0.9514	95.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9084	90.84%
Skin irritation	-	0.5512	55.12%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	+	0.5076	50.76%
Human Ether-a-go-go-Related Gene inhibition	+	0.7296	72.96%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7107	71.07%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5669	56.69%
Acute Oral Toxicity (c)	I	0.4409	44.09%
Estrogen receptor binding	+	0.7862	78.62%
Androgen receptor binding	+	0.7340	73.40%
Thyroid receptor binding	-	0.5891	58.91%
Glucocorticoid receptor binding	+	0.6701	67.01%
Aromatase binding	+	0.6632	66.32%
PPAR gamma	+	0.7625	76.25%
Honey bee toxicity	-	0.5984	59.84%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9413	94.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.86%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.28%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.33%	96.09%
CHEMBL325	Q13547	Histone deacetylase 1	92.86%	95.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.59%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.09%	92.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.97%	91.24%
CHEMBL1937	Q92769	Histone deacetylase 2	90.51%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	90.38%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.78%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.45%	97.36%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	87.94%	92.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.41%	97.09%
CHEMBL233	P35372	Mu opioid receptor	87.06%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.75%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.45%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.47%	97.14%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.43%	97.53%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.17%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.14%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.57%	99.17%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.51%	92.88%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.29%	95.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.04%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	82.73%	95.38%
CHEMBL2581	P07339	Cathepsin D	81.98%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.24%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.93%	94.45%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.89%	85.31%
CHEMBL5028	O14672	ADAM10	80.79%	97.50%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.34%	85.83%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 163010391
• LOTUS: LTS0144763
• wikiData: Q105006563