17-[2,5-dihydroxy-6-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-6-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: 46808c33-43a4-4682-81b2-c7e268cf322d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 17-[2,5-dihydroxy-6-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-6-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)O)(COC7C(C(C(C(O7)CO)O)O)O)O)C=O)O)OC8C(C(C(CO8)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)O)(COC7C(C(C(C(O7)CO)O)O)O)O)C=O)O)OC8C(C(C(CO8)O)O)O)O)O)O
• InChI: InChI=1S/C52H86O22/c1-23(2)27(55)11-17-52(66,22-69-45-40(64)38(62)36(60)30(18-53)71-45)26-10-14-49(6)25(26)8-9-32-50(49,7)15-12-31-48(4,5)33(13-16-51(31,32)21-54)72-47-43(74-46-41(65)37(61)34(58)24(3)70-46)42(29(57)20-68-47)73-44-39(63)35(59)28(56)19-67-44/h21,24-47,53,55-66H,1,8-20,22H2,2-7H3
• InChI Key: PPUWTMMPCPRUMR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₆O₂₂
• Molecular Weight: 1063.20 g/mol
• Exact Mass: 1062.56107437 g/mol
• Topological Polar Surface Area (TPSA): 354.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.75
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7532	75.32%
Caco-2	-	0.8854	88.54%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7797	77.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8110	81.10%
OATP1B3 inhibitior	-	0.2425	24.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7276	72.76%
BSEP inhibitior	+	0.9141	91.41%
P-glycoprotein inhibitior	+	0.7468	74.68%
P-glycoprotein substrate	+	0.6403	64.03%
CYP3A4 substrate	+	0.7441	74.41%
CYP2C9 substrate	-	0.7899	78.99%
CYP2D6 substrate	-	0.8421	84.21%
CYP3A4 inhibition	-	0.9192	91.92%
CYP2C9 inhibition	-	0.8356	83.56%
CYP2C19 inhibition	-	0.8825	88.25%
CYP2D6 inhibition	-	0.9389	93.89%
CYP1A2 inhibition	-	0.8922	89.22%
CYP2C8 inhibition	+	0.7570	75.70%
CYP inhibitory promiscuity	-	0.9530	95.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6708	67.08%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.5254	52.54%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.5778	57.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7559	75.59%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7120	71.20%
skin sensitisation	-	0.8880	88.80%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.5585	55.85%
Acute Oral Toxicity (c)	III	0.4753	47.53%
Estrogen receptor binding	+	0.7959	79.59%
Androgen receptor binding	+	0.7513	75.13%
Thyroid receptor binding	-	0.5147	51.47%
Glucocorticoid receptor binding	+	0.7301	73.01%
Aromatase binding	+	0.6499	64.99%
PPAR gamma	+	0.7954	79.54%
Honey bee toxicity	-	0.5775	57.75%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9698	96.98%

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	98.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.77%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.16%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.81%	97.25%
CHEMBL233	P35372	Mu opioid receptor	93.26%	97.93%
CHEMBL1951	P21397	Monoamine oxidase A	93.02%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.80%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.27%	91.24%
CHEMBL2581	P07339	Cathepsin D	90.99%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.62%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.65%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.45%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.20%	92.88%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.12%	92.94%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.98%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.98%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.85%	97.36%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	86.59%	92.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.46%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.45%	95.89%
CHEMBL325	Q13547	Histone deacetylase 1	86.44%	95.92%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.54%	97.14%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.77%	85.31%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.36%	92.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.81%	97.29%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.63%	95.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.51%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.27%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.73%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.57%	98.75%
CHEMBL1937	Q92769	Histone deacetylase 2	80.84%	94.75%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.72%	97.53%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.36%	95.71%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.08%	97.86%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 72956061
• LOTUS: LTS0052718
• wikiData: Q105213052