3-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-12-hydroxy-17-(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]phenanthrene-10-carbaldehyde

Details

• Internal ID: 1b70349f-baf1-4e35-926c-e9adf5a00cec
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-12-hydroxy-17-(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]phenanthrene-10-carbaldehyde
• SMILES (Canonical): CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(CO5)O)O)OC6C(C(C(C(O6)CO)O)O)O)C=O)C)O)C)O)C
• SMILES (Isomeric): CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)O[C@H]5[C@@H]([C@H]([C@H](CO5)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C=O)C)O)C)O)C
• InChI: InChI=1S/C41H68O13/c1-21(2)9-8-13-40(7,50)22-10-14-39(6)29(22)23(44)17-27-38(39,5)15-11-26-37(3,4)28(12-16-41(26,27)20-43)53-36-34(30(46)24(45)19-51-36)54-35-33(49)32(48)31(47)25(18-42)52-35/h9,20,22-36,42,44-50H,8,10-19H2,1-7H3/t22?,23?,24-,25+,26?,27?,28?,29?,30-,31+,32-,33+,34+,35-,36-,38?,39?,40?,41?/m0/s1
• InChI Key: JPBMHRCFHFZDFI-PFJNLRSHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₈O₁₃
• Molecular Weight: 769.00 g/mol
• Exact Mass: 768.46599222 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 10

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	-	0.8829	88.29%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8134	81.34%
OATP2B1 inhibitior	-	0.8731	87.31%
OATP1B1 inhibitior	+	0.7952	79.52%
OATP1B3 inhibitior	-	0.2428	24.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.6760	67.60%
P-glycoprotein inhibitior	+	0.7778	77.78%
P-glycoprotein substrate	-	0.6599	65.99%
CYP3A4 substrate	+	0.7308	73.08%
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	+	0.7307	73.07%
CYP inhibitory promiscuity	-	0.9514	95.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9122	91.22%
Skin irritation	-	0.5512	55.12%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.5370	53.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8305	83.05%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5189	51.89%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.6065	60.65%
Acute Oral Toxicity (c)	I	0.4409	44.09%
Estrogen receptor binding	+	0.7710	77.10%
Androgen receptor binding	+	0.7343	73.43%
Thyroid receptor binding	-	0.5970	59.70%
Glucocorticoid receptor binding	+	0.6841	68.41%
Aromatase binding	+	0.6796	67.96%
PPAR gamma	+	0.7328	73.28%
Honey bee toxicity	-	0.5424	54.24%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
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	97.13%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.06%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.82%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.66%	92.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.70%	91.24%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.51%	95.58%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.49%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.48%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.44%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.10%	92.88%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.96%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.92%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	87.47%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.96%	97.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.70%	89.34%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.15%	95.71%
CHEMBL5028	O14672	ADAM10	84.08%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.90%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.50%	91.07%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.47%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.26%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	82.47%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.43%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	82.17%	94.73%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.85%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.79%	96.77%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.57%	96.90%
CHEMBL2581	P07339	Cathepsin D	81.15%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.50%	92.62%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 11968533
• NPASS: NPC299679