17-[2-hydroxy-6-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-3-[5-hydroxy-3-(2,3,4-trihydroxy-5-methylcyclohexyl)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: 559dfd45-8af7-4137-9b17-ff7c20f50271
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 17-[2-hydroxy-6-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-3-[5-hydroxy-3-(2,3,4-trihydroxy-5-methylcyclohexyl)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): CC1CC(C(C(C1O)O)O)OC2C(C(COC2OC3CCC4(C5CCC6C(CCC6(C5(CCC4C3(C)C)C)C)C(CCC=C(C)C)(COC7C(C(C(C(O7)CO)O)O)O)O)C=O)O)OC8C(C(C(CO8)O)O)O
• SMILES (Isomeric): CC1CC(C(C(C1O)O)O)OC2C(C(COC2OC3CCC4(C5CCC6C(CCC6(C5(CCC4C3(C)C)C)C)C(CCC=C(C)C)(COC7C(C(C(C(O7)CO)O)O)O)O)C=O)O)OC8C(C(C(CO8)O)O)O
• InChI: InChI=1S/C53H88O20/c1-25(2)9-8-15-53(66,24-69-47-43(65)41(63)39(61)32(20-54)71-47)28-12-16-50(6)27(28)10-11-34-51(50,7)17-13-33-49(4,5)35(14-18-52(33,34)23-55)72-48-45(70-31-19-26(3)36(58)40(62)38(31)60)44(30(57)22-68-48)73-46-42(64)37(59)29(56)21-67-46/h9,23,26-48,54,56-66H,8,10-22,24H2,1-7H3
• InChI Key: KDRPNYQNFFABQP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₈O₂₀
• Molecular Weight: 1045.30 g/mol
• Exact Mass: 1044.58689519 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): -0.05
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 15

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	-	0.8874	88.74%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8134	81.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8070	80.70%
OATP1B3 inhibitior	-	0.2428	24.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.9419	94.19%
P-glycoprotein inhibitior	+	0.7499	74.99%
P-glycoprotein substrate	+	0.5980	59.80%
CYP3A4 substrate	+	0.7455	74.55%
CYP2C9 substrate	-	0.7968	79.68%
CYP2D6 substrate	-	0.8468	84.68%
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	+	0.7861	78.61%
CYP inhibitory promiscuity	-	0.9514	95.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.5512	55.12%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7630	76.30%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6002	60.02%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.6098	60.98%
Acute Oral Toxicity (c)	I	0.4409	44.09%
Estrogen receptor binding	+	0.8006	80.06%
Androgen receptor binding	+	0.7482	74.82%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7390	73.90%
Aromatase binding	+	0.6294	62.94%
PPAR gamma	+	0.7991	79.91%
Honey bee toxicity	-	0.5762	57.62%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
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	97.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.59%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.85%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.31%	91.24%
CHEMBL325	Q13547	Histone deacetylase 1	90.21%	95.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.86%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.68%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.19%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	87.92%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.64%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.63%	97.25%
CHEMBL2243	O00519	Anandamide amidohydrolase	87.30%	97.53%
CHEMBL233	P35372	Mu opioid receptor	86.94%	97.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.01%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.98%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.97%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.88%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.55%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.42%	97.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.40%	92.88%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	83.16%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.01%	89.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.84%	92.78%
CHEMBL226	P30542	Adenosine A1 receptor	82.53%	95.93%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.43%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.96%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	81.37%	95.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.14%	95.50%
CHEMBL5028	O14672	ADAM10	80.89%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	80.58%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.46%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.03%	94.33%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 162847397
• LOTUS: LTS0256037
• wikiData: Q105139359