[(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-[[(Z)-3-methoxy-3-oxo-1-phenylprop-1-en-2-yl]amino]-3-methyl-5-oxopentanoate

Details

• Internal ID: 2da001c2-8bfd-4183-b5e7-23b166f305f7
• 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-[[(Z)-3-methoxy-3-oxo-1-phenylprop-1-en-2-yl]amino]-3-methyl-5-oxopentanoate
• SMILES (Canonical): CC1(C2CC=C3C(C2(CC(C1OC(=O)CC(C)(CC(=O)NC(=CC4=CC=CC=C4)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(=C\C5=CC=CC=C5)/C(=O)OC)O)O)C)O)C)[C@H]6CC[C@@H](O[C@@H]6O)C(C)(C)O
• InChI: InChI=1S/C46H67NO11/c1-41(2)33-17-16-29-30(22-34(49)46(8)28(19-20-45(29,46)7)27-15-18-35(42(3,4)54)57-39(27)52)44(33,6)23-32(48)38(41)58-37(51)25-43(5,55)24-36(50)47-31(40(53)56-9)21-26-13-11-10-12-14-26/h10-14,16,21,27-28,30,32-35,38-39,48-49,52,54-55H,15,17-20,22-25H2,1-9H3,(H,47,50)/b31-21-/t27-,28-,30+,32-,33+,34+,35-,38+,39+,43-,44-,45-,46-/m1/s1
• InChI Key: MNLVSZIKPHHBBI-ULJYDJFESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₆₇NO₁₁
• Molecular Weight: 810.00 g/mol
• Exact Mass: 809.47141195 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.19
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9472	94.72%
Caco-2	-	0.8583	85.83%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5641	56.41%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8121	81.21%
OATP1B3 inhibitior	+	0.9232	92.32%
MATE1 inhibitior	-	0.8900	89.00%
OCT2 inhibitior	-	0.8072	80.72%
BSEP inhibitior	+	0.9545	95.45%
P-glycoprotein inhibitior	+	0.7655	76.55%
P-glycoprotein substrate	+	0.7021	70.21%
CYP3A4 substrate	+	0.7494	74.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8746	87.46%
CYP3A4 inhibition	+	0.5249	52.49%
CYP2C9 inhibition	-	0.6625	66.25%
CYP2C19 inhibition	-	0.6163	61.63%
CYP2D6 inhibition	-	0.9083	90.83%
CYP1A2 inhibition	-	0.7782	77.82%
CYP2C8 inhibition	+	0.8301	83.01%
CYP inhibitory promiscuity	+	0.6198	61.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5295	52.95%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9092	90.92%
Skin irritation	-	0.7238	72.38%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.6582	65.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.6990	69.90%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8530	85.30%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8292	82.92%
Acute Oral Toxicity (c)	III	0.4432	44.32%
Estrogen receptor binding	+	0.7867	78.67%
Androgen receptor binding	+	0.7729	77.29%
Thyroid receptor binding	+	0.6185	61.85%
Glucocorticoid receptor binding	+	0.7895	78.95%
Aromatase binding	+	0.6208	62.08%
PPAR gamma	+	0.7949	79.49%
Honey bee toxicity	-	0.6694	66.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9653	96.53%

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	99.56%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.59%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.99%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.93%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	92.26%	83.82%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.20%	91.07%
CHEMBL5028	O14672	ADAM10	91.88%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	91.32%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.21%	97.09%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	88.20%	93.85%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.88%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.72%	99.23%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.17%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.83%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.76%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.46%	90.17%
CHEMBL4208	P20618	Proteasome component C5	84.20%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.13%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.65%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.21%	97.14%
CHEMBL2581	P07339	Cathepsin D	81.78%	98.95%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	81.62%	81.29%
CHEMBL226	P30542	Adenosine A1 receptor	81.31%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.72%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.41%	92.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.31%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.27%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163080933
• LOTUS: LTS0130633
• wikiData: Q105168450