(2S,3R,4S,5R,6R)-2-[(2S,3S,4S,5S,6R)-2-[[(2S,4aR,4bR,6aS,7R,8R,10aR,10bR,12aR)-7-hydroxy-8-(hydroxymethyl)-8-[(Z)-5-hydroxy-4-methylpent-3-enyl]-1,1,4a,10a,10b-pentamethyl-3,4,4b,5,6,6a,7,9,10,11,12,12a-dodecahydro-2H-chrysen-2-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 06668600-0cc4-4398-827a-9066c815665c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4S,5R,6R)-2-[(2S,3S,4S,5S,6R)-2-[[(2S,4aR,4bR,6aS,7R,8R,10aR,10bR,12aR)-7-hydroxy-8-(hydroxymethyl)-8-[(Z)-5-hydroxy-4-methylpent-3-enyl]-1,1,4a,10a,10b-pentamethyl-3,4,4b,5,6,6a,7,9,10,11,12,12a-dodecahydro-2H-chrysen-2-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC1(CCC2(C(C1O)CCC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)C)CO)CO
• SMILES (Isomeric): C/C(=C/CC[C@@]1(CC[C@@]2([C@@H]([C@H]1O)CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O[C@@H]5[C@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O)C)C)C)CO)/CO
• InChI: InChI=1S/C42H72O14/c1-22(18-43)8-7-13-42(21-46)17-16-40(5)23(35(42)52)9-10-27-39(4)14-12-28(38(2,3)26(39)11-15-41(27,40)6)55-37-34(32(50)30(48)25(20-45)54-37)56-36-33(51)31(49)29(47)24(19-44)53-36/h8,23-37,43-52H,7,9-21H2,1-6H3/b22-8-/t23-,24-,25-,26+,27-,28+,29+,30-,31+,32+,33-,34+,35-,36+,37-,39+,40-,41-,42-/m1/s1
• InChI Key: MMHOGCZZCGCJMX-XMSFWKRVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂O₁₄
• Molecular Weight: 801.00 g/mol
• Exact Mass: 800.49220697 g/mol
• Topological Polar Surface Area (TPSA): 239.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 1.12
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5800	58.00%
Caco-2	-	0.8864	88.64%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7952	79.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8366	83.66%
OATP1B3 inhibitior	-	0.3339	33.39%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7031	70.31%
P-glycoprotein inhibitior	+	0.7626	76.26%
P-glycoprotein substrate	-	0.6981	69.81%
CYP3A4 substrate	+	0.7385	73.85%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9599	95.99%
CYP2C9 inhibition	-	0.8642	86.42%
CYP2C19 inhibition	-	0.8701	87.01%
CYP2D6 inhibition	-	0.9414	94.14%
CYP1A2 inhibition	-	0.8615	86.15%
CYP2C8 inhibition	+	0.6322	63.22%
CYP inhibitory promiscuity	-	0.9270	92.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6679	66.79%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9115	91.15%
Skin irritation	-	0.6945	69.45%
Skin corrosion	-	0.9542	95.42%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7802	78.02%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.8361	83.61%
skin sensitisation	-	0.8945	89.45%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.8345	83.45%
Acute Oral Toxicity (c)	III	0.6680	66.80%
Estrogen receptor binding	+	0.7097	70.97%
Androgen receptor binding	+	0.7490	74.90%
Thyroid receptor binding	-	0.6231	62.31%
Glucocorticoid receptor binding	+	0.6120	61.20%
Aromatase binding	+	0.6803	68.03%
PPAR gamma	+	0.7215	72.15%
Honey bee toxicity	-	0.5799	57.99%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9369	93.69%

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	97.32%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.57%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.61%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.34%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.47%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.78%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.71%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.59%	98.95%
CHEMBL3589	P55263	Adenosine kinase	86.15%	98.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.86%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.73%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.39%	99.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.79%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	84.46%	95.93%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.04%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.45%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.15%	96.61%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.14%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.80%	95.83%
CHEMBL233	P35372	Mu opioid receptor	80.96%	97.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.59%	95.56%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	80.56%	96.67%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.03%	95.58%

Plants that contains it

• Actinostemma tenerum

Cross-Links

• PubChem: 162847580
• LOTUS: LTS0111392
• wikiData: Q105167751