3-[(3S,4aR,6aR,6bS,9S,10aS,11aS,11bS)-6b-hydroxy-3-[(2R,3R,4S,5S,6S)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-11b-methyl-10-methylidene-1,2,3,4,4a,5,6,6a,7,8,9,10a,11,11a-tetradecahydrobenzo[a]fluoren-9-yl]-2H-furan-5-one

Details

• Internal ID: 60fa55b4-fb21-4662-91fe-56bfce753b68
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: 3-[(3S,4aR,6aR,6bS,9S,10aS,11aS,11bS)-6b-hydroxy-3-[(2R,3R,4S,5S,6S)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-11b-methyl-10-methylidene-1,2,3,4,4a,5,6,6a,7,8,9,10a,11,11a-tetradecahydrobenzo[a]fluoren-9-yl]-2H-furan-5-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CC5C4(CCC(C5=C)C6=CC(=O)OC6)O)C)O)OC)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3C[C@@H]5[C@@]4(CC[C@@H](C5=C)C6=CC(=O)OC6)O)C)O)OC)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O
• InChI: InChI=1S/C42H64O18/c1-17-22(19-11-28(44)54-15-19)8-10-42(52)23-6-5-20-12-21(7-9-41(20,3)25(23)13-24(17)42)57-40-35(51)37(53-4)36(18(2)56-40)60-39-34(50)32(48)30(46)27(59-39)16-55-38-33(49)31(47)29(45)26(14-43)58-38/h11,18,20-27,29-40,43,45-52H,1,5-10,12-16H2,2-4H3/t18-,20+,21-,22-,23+,24-,25-,26+,27+,29+,30+,31-,32-,33+,34+,35+,36-,37-,38+,39-,40-,41-,42-/m0/s1
• InChI Key: HBAVPWHKFSXASX-VHSLPPPOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₄O₁₈
• Molecular Weight: 856.90 g/mol
• Exact Mass: 856.40926519 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.47
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8005	80.05%
Caco-2	-	0.8890	88.90%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7590	75.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8723	87.23%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8731	87.31%
P-glycoprotein inhibitior	+	0.7372	73.72%
P-glycoprotein substrate	+	0.7129	71.29%
CYP3A4 substrate	+	0.7353	73.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9002	90.02%
CYP3A4 inhibition	-	0.9102	91.02%
CYP2C9 inhibition	-	0.8963	89.63%
CYP2C19 inhibition	-	0.8947	89.47%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	-	0.9082	90.82%
CYP2C8 inhibition	+	0.5694	56.94%
CYP inhibitory promiscuity	-	0.9375	93.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6091	60.91%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9170	91.70%
Skin irritation	-	0.5438	54.38%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.6382	63.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.8553	85.53%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9032	90.32%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7748	77.48%
Acute Oral Toxicity (c)	I	0.7053	70.53%
Estrogen receptor binding	+	0.8535	85.35%
Androgen receptor binding	+	0.7558	75.58%
Thyroid receptor binding	-	0.6225	62.25%
Glucocorticoid receptor binding	+	0.6773	67.73%
Aromatase binding	+	0.7182	71.82%
PPAR gamma	+	0.7704	77.04%
Honey bee toxicity	-	0.5918	59.18%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9496	94.96%

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	98.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.20%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.39%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.40%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.15%	94.45%
CHEMBL1871	P10275	Androgen Receptor	91.64%	96.43%
CHEMBL1937	Q92769	Histone deacetylase 2	90.22%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.15%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.01%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.66%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.51%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.84%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.57%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	87.83%	95.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.86%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.56%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.17%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.93%	97.36%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.35%	92.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.65%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.41%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.37%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	82.15%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.10%	95.89%

Plants that contains it

• Cascabela thevetia

Cross-Links

• PubChem: 162912598
• LOTUS: LTS0179467
• wikiData: Q105025183