[(2R,3R,5R,9R,10R,12S,13S,14R,17R)-2,12-dihydroxy-17-[(2S,3R,6R)-2-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] (3R)-3-hydroxy-5-[[(1R,2S)-1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl]amino]-3-methyl-5-oxopentanoate

Details

• Internal ID: 4af91478-3060-4475-89d2-c22794cec402
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2R,3R,5R,9R,10R,12S,13S,14R,17R)-2,12-dihydroxy-17-[(2S,3R,6R)-2-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] (3R)-3-hydroxy-5-[[(1R,2S)-1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl]amino]-3-methyl-5-oxopentanoate
• SMILES (Canonical): CC1(C2CC=C3C(C2(CC(C1OC(=O)CC(C)(CC(=O)NC(C(C4=CC=CC=C4)O)C(=O)OC)O)O)C)CC(C5(C3(CCC5C6CCC(OC6O)C(C)(C)O)C)C)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@@]1([C@H](C[C@H]3C2=CC[C@@H]4[C@@]3(C[C@H]([C@@H](C4(C)C)OC(=O)C[C@@](C)(CC(=O)N[C@@H]([C@@H](C5=CC=CC=C5)O)C(=O)OC)O)O)C)O)C)[C@H]6CC[C@@H](O[C@@H]6O)C(C)(C)O
• InChI: InChI=1S/C46H69NO12/c1-41(2)31-17-16-28-29(21-32(49)46(8)27(19-20-45(28,46)7)26-15-18-33(42(3,4)55)58-39(26)53)44(31,6)22-30(48)38(41)59-35(51)24-43(5,56)23-34(50)47-36(40(54)57-9)37(52)25-13-11-10-12-14-25/h10-14,16,26-27,29-33,36-39,48-49,52-53,55-56H,15,17-24H2,1-9H3,(H,47,50)/t26-,27-,29+,30-,31+,32+,33-,36+,37-,38+,39+,43-,44-,45-,46-/m1/s1
• InChI Key: CACFVBDUMQSPSW-BEOBFJEBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₆₉NO₁₂
• Molecular Weight: 828.00 g/mol
• Exact Mass: 827.48197664 g/mol
• Topological Polar Surface Area (TPSA): 212.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.25
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9104	91.04%
Caco-2	-	0.8627	86.27%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5746	57.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8180	81.80%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.9254	92.54%
OCT2 inhibitior	-	0.8822	88.22%
BSEP inhibitior	+	0.9566	95.66%
P-glycoprotein inhibitior	+	0.7574	75.74%
P-glycoprotein substrate	+	0.7322	73.22%
CYP3A4 substrate	+	0.7557	75.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8536	85.36%
CYP3A4 inhibition	-	0.5930	59.30%
CYP2C9 inhibition	-	0.7089	70.89%
CYP2C19 inhibition	-	0.7048	70.48%
CYP2D6 inhibition	-	0.9126	91.26%
CYP1A2 inhibition	-	0.7978	79.78%
CYP2C8 inhibition	+	0.7718	77.18%
CYP inhibitory promiscuity	-	0.6414	64.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5393	53.93%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9075	90.75%
Skin irritation	-	0.7238	72.38%
Skin corrosion	-	0.9265	92.65%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6890	68.90%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8555	85.55%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.9151	91.51%
Acute Oral Toxicity (c)	III	0.4221	42.21%
Estrogen receptor binding	+	0.7972	79.72%
Androgen receptor binding	+	0.7552	75.52%
Thyroid receptor binding	+	0.5937	59.37%
Glucocorticoid receptor binding	+	0.7729	77.29%
Aromatase binding	+	0.5945	59.45%
PPAR gamma	+	0.7954	79.54%
Honey bee toxicity	-	0.6396	63.96%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9689	96.89%

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	98.76%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.10%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.26%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.74%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	94.50%	90.17%
CHEMBL204	P00734	Thrombin	93.96%	96.01%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.06%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.12%	85.14%
CHEMBL5028	O14672	ADAM10	92.05%	97.50%
CHEMBL2581	P07339	Cathepsin D	91.89%	98.95%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	90.73%	93.85%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.34%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.13%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	89.13%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.53%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.02%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.04%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.52%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.33%	94.73%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.10%	95.71%
CHEMBL4208	P20618	Proteasome component C5	84.90%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.83%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.81%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.66%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.87%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.65%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.63%	92.62%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.84%	95.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163103625
• LOTUS: LTS0170681
• wikiData: Q104950924