(3S,5S,8R,9S,10S,13R,14R,17S)-17-[(E,2S)-1,2-dihydroxy-6-methylhept-4-en-2-yl]-3-[(2S,3R,4S,5S)-5-hydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-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: 8b0150ad-f66d-49e7-8820-7d0da5e38ff6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,5S,8R,9S,10S,13R,14R,17S)-17-[(E,2S)-1,2-dihydroxy-6-methylhept-4-en-2-yl]-3-[(2S,3R,4S,5S)-5-hydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-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(CC=CC(C)C)(CO)O)C=O)O)OC7C(C(C(CO7)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2O[C@H]3CC[C@@]4([C@H]5CC[C@@H]6[C@H](CC[C@]6([C@@]5(CC[C@H]4C3(C)C)C)C)[C@@](C/C=C/C(C)C)(CO)O)C=O)O)O[C@H]7[C@@H]([C@H]([C@@H](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/h8-9,21,23-41,48-56H,10-20,22H2,1-7H3/b9-8+/t24-,25+,26-,27+,28-,29-,30-,31-,32-,33-,34+,35+,36+,37-,38+,39-,40-,41-,43+,44+,45+,46+/m0/s1
• InChI Key: KQVJEBOJMFCNOY-QZDBZCMZSA-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: 1.80
• Atomic LogP (AlogP): 1.32
• 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	+	0.6748	67.48%
Caco-2	-	0.8841	88.41%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.7826	78.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8159	81.59%
OATP1B3 inhibitior	+	0.8202	82.02%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9382	93.82%
P-glycoprotein inhibitior	+	0.7486	74.86%
P-glycoprotein substrate	+	0.5527	55.27%
CYP3A4 substrate	+	0.7262	72.62%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8426	84.26%
CYP3A4 inhibition	-	0.9333	93.33%
CYP2C9 inhibition	-	0.9054	90.54%
CYP2C19 inhibition	-	0.9114	91.14%
CYP2D6 inhibition	-	0.9564	95.64%
CYP1A2 inhibition	-	0.9261	92.61%
CYP2C8 inhibition	+	0.6934	69.34%
CYP inhibitory promiscuity	-	0.9676	96.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6730	67.30%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9080	90.80%
Skin irritation	-	0.6235	62.35%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.5324	53.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7415	74.15%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7300	73.00%
skin sensitisation	-	0.9234	92.34%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6033	60.33%
Acute Oral Toxicity (c)	I	0.5665	56.65%
Estrogen receptor binding	+	0.7923	79.23%
Androgen receptor binding	+	0.7344	73.44%
Thyroid receptor binding	-	0.5740	57.40%
Glucocorticoid receptor binding	+	0.6880	68.80%
Aromatase binding	+	0.6419	64.19%
PPAR gamma	+	0.7662	76.62%
Honey bee toxicity	-	0.6307	63.07%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9202	92.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.39%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.76%	91.11%
CHEMBL325	Q13547	Histone deacetylase 1	96.30%	95.92%
CHEMBL1951	P21397	Monoamine oxidase A	94.86%	91.49%
CHEMBL226	P30542	Adenosine A1 receptor	94.37%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.24%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.35%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.24%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.88%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.27%	95.89%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	88.87%	92.78%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.69%	85.31%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.11%	92.88%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.52%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.27%	91.24%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.19%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.78%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.47%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.45%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.28%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.05%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.56%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.25%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.11%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.84%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	83.84%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.74%	90.71%
CHEMBL2581	P07339	Cathepsin D	82.49%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.82%	97.29%
CHEMBL5028	O14672	ADAM10	80.42%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.35%	100.00%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 162946140
• LOTUS: LTS0204527
• wikiData: Q105144828