[(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] 3,6,7-trihydroxynaphthalene-2-carboxylate

Details

• Internal ID: eef8f8da-b003-4c45-811c-b04bfbf68165
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: [(2R,3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6R)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] 3,6,7-trihydroxynaphthalene-2-carboxylate
• SMILES (Canonical): CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)OC6C(C(C(C(O6)CO)OC(=O)C7=C(C=C8C=C(C(=CC8=C7)O)O)O)O)O)O)O)C)C)C(C)C
• SMILES (Isomeric): CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)OC(=O)C7=C(C=C8C=C(C(=CC8=C7)O)O)O)O)O)O)O)C)C)C(C)C
• InChI: InChI=1S/C52H76O15/c1-7-27(25(2)3)9-8-26(4)34-12-13-35-32-11-10-30-22-31(14-16-51(30,5)36(32)15-17-52(34,35)6)63-49-44(60)43(59)47(41(24-54)64-49)67-50-45(61)42(58)46(40(23-53)65-50)66-48(62)33-18-28-20-38(56)39(57)21-29(28)19-37(33)55/h10,18-21,25-27,31-32,34-36,40-47,49-50,53-61H,7-9,11-17,22-24H2,1-6H3/t26-,27-,31+,32+,34-,35+,36+,40-,41-,42-,43-,44-,45-,46-,47-,49-,50+,51+,52-/m1/s1
• InChI Key: GUKIAUNVWHGUIP-YGVCBQFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₇₆O₁₅
• Molecular Weight: 941.10 g/mol
• Exact Mass: 940.51842171 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: 8.00
• Atomic LogP (AlogP): 5.81
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9361	93.61%
Caco-2	-	0.8732	87.32%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8600	86.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8700	87.00%
OATP1B3 inhibitior	+	0.8689	86.89%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8975	89.75%
P-glycoprotein inhibitior	+	0.7300	73.00%
P-glycoprotein substrate	+	0.6761	67.61%
CYP3A4 substrate	+	0.7476	74.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8655	86.55%
CYP3A4 inhibition	-	0.8027	80.27%
CYP2C9 inhibition	-	0.8042	80.42%
CYP2C19 inhibition	-	0.7069	70.69%
CYP2D6 inhibition	-	0.8735	87.35%
CYP1A2 inhibition	-	0.6123	61.23%
CYP2C8 inhibition	+	0.7154	71.54%
CYP inhibitory promiscuity	-	0.7270	72.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5553	55.53%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.6704	67.04%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.8798	87.98%
Human Ether-a-go-go-Related Gene inhibition	+	0.7713	77.13%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.7047	70.47%
skin sensitisation	-	0.8751	87.51%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8750	87.50%
Acute Oral Toxicity (c)	III	0.5639	56.39%
Estrogen receptor binding	+	0.8405	84.05%
Androgen receptor binding	+	0.7615	76.15%
Thyroid receptor binding	+	0.5312	53.12%
Glucocorticoid receptor binding	+	0.7076	70.76%
Aromatase binding	+	0.6071	60.71%
PPAR gamma	+	0.7935	79.35%
Honey bee toxicity	-	0.6506	65.06%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5050	50.50%
Fish aquatic toxicity	+	0.9973	99.73%

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	99.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.04%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.25%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.55%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.46%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.35%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.24%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.83%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.32%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.20%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.29%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	87.23%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	87.04%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	86.64%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.29%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.43%	92.62%
CHEMBL4581	P52732	Kinesin-like protein 1	85.23%	93.18%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.96%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	83.70%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.52%	99.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.02%	91.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.08%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.82%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.77%	96.90%

Plants that contains it

• Mimusops elengi

Cross-Links

• PubChem: 162864783
• LOTUS: LTS0186283
• wikiData: Q105020238