[(2R,3S,4R,5S,6S)-2-[[(3S,4aR,6aR,6bS,9S,10aR,11aS,11bR)-11b-formyl-6b-hydroxy-10-methylidene-9-(5-oxo-2H-furan-3-yl)-1,2,3,4,4a,5,6,6a,7,8,9,10a,11,11a-tetradecahydrobenzo[a]fluoren-3-yl]oxy]-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-3-yl] acetate

Details

• Internal ID: c4e792cf-acc0-4aea-98ea-be883a229e0b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3S,4R,5S,6S)-2-[[(3S,4aR,6aR,6bS,9S,10aR,11aS,11bR)-11b-formyl-6b-hydroxy-10-methylidene-9-(5-oxo-2H-furan-3-yl)-1,2,3,4,4a,5,6,6a,7,8,9,10a,11,11a-tetradecahydrobenzo[a]fluoren-3-yl]oxy]-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-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CC5C4(CCC(C5=C)C6=CC(=O)OC6)O)C=O)OC(=O)C)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)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/C44H64O20/c1-18-24(21-11-30(48)57-15-21)8-10-44(55)25-6-5-22-12-23(7-9-43(22,17-46)27(25)13-26(18)44)61-42-39(60-20(3)47)38(56-4)37(19(2)59-42)64-41-36(54)34(52)32(50)29(63-41)16-58-40-35(53)33(51)31(49)28(14-45)62-40/h11,17,19,22-29,31-42,45,49-55H,1,5-10,12-16H2,2-4H3/t19-,22+,23-,24-,25+,26+,27-,28+,29+,31+,32+,33-,34-,35+,36+,37-,38+,39-,40+,41-,42-,43+,44-/m0/s1
• InChI Key: QFKHNTVKYBODDN-MCMRJYQESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₄O₂₀
• Molecular Weight: 913.00 g/mol
• Exact Mass: 912.39909443 g/mol
• Topological Polar Surface Area (TPSA): 296.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -1.72
• H-Bond Acceptor: 20
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6524	65.24%
Caco-2	-	0.8804	88.04%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8075	80.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8523	85.23%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9636	96.36%
P-glycoprotein inhibitior	+	0.7469	74.69%
P-glycoprotein substrate	+	0.7503	75.03%
CYP3A4 substrate	+	0.7413	74.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8979	89.79%
CYP3A4 inhibition	-	0.9290	92.90%
CYP2C9 inhibition	-	0.8939	89.39%
CYP2C19 inhibition	-	0.8804	88.04%
CYP2D6 inhibition	-	0.9294	92.94%
CYP1A2 inhibition	-	0.9189	91.89%
CYP2C8 inhibition	+	0.7240	72.40%
CYP inhibitory promiscuity	-	0.9329	93.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5773	57.73%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9090	90.90%
Skin irritation	-	0.6618	66.18%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.5428	54.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.8215	82.15%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8740	87.40%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6184	61.84%
Acute Oral Toxicity (c)	I	0.5077	50.77%
Estrogen receptor binding	+	0.8674	86.74%
Androgen receptor binding	+	0.7520	75.20%
Thyroid receptor binding	-	0.5746	57.46%
Glucocorticoid receptor binding	+	0.7488	74.88%
Aromatase binding	+	0.6868	68.68%
PPAR gamma	+	0.7975	79.75%
Honey bee toxicity	-	0.5911	59.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8687	86.87%

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	98.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.74%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.68%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.91%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.36%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	93.83%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.49%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.16%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.05%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.86%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.83%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.69%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	89.63%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.22%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.70%	96.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.13%	81.11%
CHEMBL340	P08684	Cytochrome P450 3A4	86.16%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.45%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.41%	93.04%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.00%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.75%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.22%	94.80%
CHEMBL5255	O00206	Toll-like receptor 4	82.41%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.09%	91.24%
CHEMBL2581	P07339	Cathepsin D	81.67%	98.95%
CHEMBL5028	O14672	ADAM10	80.41%	97.50%

Plants that contains it

• Cascabela thevetia

Cross-Links

• PubChem: 162935415
• LOTUS: LTS0044175
• wikiData: Q105219607