(2R,3R,4S,5S,6R)-2-[(2R)-2-[(1R,2S,2'R,4aR,4bR,6aR,7R,8S,10aR,10bR,12aS)-1-hydroxy-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[3,4,5,6,6a,8,9,10,10b,11,12,12a-dodecahydro-1H-chrysene-2,5'-oxane]-2'-yl]propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 3d1da2c3-c50e-4fb3-a314-2fdc96cba3c3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2R)-2-[(1R,2S,2'R,4aR,4bR,6aR,7R,8S,10aR,10bR,12aS)-1-hydroxy-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[3,4,5,6,6a,8,9,10,10b,11,12,12a-dodecahydro-1H-chrysene-2,5'-oxane]-2'-yl]propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(COC1C(C(C(C(O1)CO)O)O)O)C2CCC3(CCC4(C(C3O)CCC5C4(CCC6C5(CCC(C6(C)CO)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)CO2
• SMILES (Isomeric): C[C@H](CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@H]2CC[C@@]3(CC[C@@]4([C@@H]([C@H]3O)CC[C@H]5[C@]4(CC[C@@H]6[C@@]5(CC[C@@H]([C@@]6(C)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)C)CO2
• InChI: InChI=1S/C42H72O15/c1-21(18-53-36-33(50)31(48)29(46)24(16-43)55-36)23-8-13-42(20-54-23)15-14-40(4)22(35(42)52)6-7-27-38(2)11-10-28(39(3,19-45)26(38)9-12-41(27,40)5)57-37-34(51)32(49)30(47)25(17-44)56-37/h21-37,43-52H,6-20H2,1-5H3/t21-,22-,23-,24-,25-,26-,27-,28+,29-,30-,31+,32+,33-,34-,35-,36-,37+,38+,39+,40-,41-,42-/m1/s1
• InChI Key: KMOJTIJUVNLMTB-BNKVVUAUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂O₁₅
• Molecular Weight: 817.00 g/mol
• Exact Mass: 816.48712159 g/mol
• Topological Polar Surface Area (TPSA): 248.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 0.19
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7127	71.27%
Caco-2	-	0.8801	88.01%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6987	69.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8660	86.60%
OATP1B3 inhibitior	+	0.8695	86.95%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.7259	72.59%
P-glycoprotein inhibitior	+	0.7438	74.38%
P-glycoprotein substrate	-	0.5820	58.20%
CYP3A4 substrate	+	0.7233	72.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.9673	96.73%
CYP2C9 inhibition	-	0.9196	91.96%
CYP2C19 inhibition	-	0.8854	88.54%
CYP2D6 inhibition	-	0.9670	96.70%
CYP1A2 inhibition	-	0.8866	88.66%
CYP2C8 inhibition	+	0.6184	61.84%
CYP inhibitory promiscuity	-	0.9670	96.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6899	68.99%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9086	90.86%
Skin irritation	-	0.7625	76.25%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7660	76.60%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9475	94.75%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.5842	58.42%
Acute Oral Toxicity (c)	I	0.3844	38.44%
Estrogen receptor binding	+	0.7073	70.73%
Androgen receptor binding	+	0.7476	74.76%
Thyroid receptor binding	-	0.5898	58.98%
Glucocorticoid receptor binding	+	0.5735	57.35%
Aromatase binding	+	0.6423	64.23%
PPAR gamma	+	0.7109	71.09%
Honey bee toxicity	-	0.6821	68.21%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7686	76.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.62%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.78%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.73%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.96%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.66%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.80%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.67%	91.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.61%	92.62%
CHEMBL4302	P08183	P-glycoprotein 1	86.46%	92.98%
CHEMBL2581	P07339	Cathepsin D	86.44%	98.95%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.54%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.65%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	84.39%	94.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.91%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.59%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.50%	92.94%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.42%	89.05%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.41%	97.53%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.40%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.62%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.21%	95.56%

Plants that contains it

• Impatiens balsamina

Cross-Links

• PubChem: 162844164
• LOTUS: LTS0254546
• wikiData: Q105143076