beta-Cyclodextrin

Details

• Internal ID: 8b3f0399-829b-4b2a-8aa9-1b7d59e6bcd1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol
• InChI: InChI=1S/C42H70O35/c43-1-8-29-15(50)22(57)36(64-8)72-30-9(2-44)66-38(24(59)17(30)52)74-32-11(4-46)68-40(26(61)19(32)54)76-34-13(6-48)70-42(28(63)21(34)56)77-35-14(7-49)69-41(27(62)20(35)55)75-33-12(5-47)67-39(25(60)18(33)53)73-31-10(3-45)65-37(71-29)23(58)16(31)51/h8-63H,1-7H2/t8-,9-,10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,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: WHGYBXFWUBPSRW-FOUAGVGXSA-N
• Popularity: 11,520 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₀O₃₅
• Molecular Weight: 1135.00 g/mol
• Exact Mass: 1134.3697639 g/mol
• Topological Polar Surface Area (TPSA): 554.00 Ų
• XlogP: -15.00
• Atomic LogP (AlogP): -15.23
• H-Bond Acceptor: 35
• H-Bond Donor: 21
• Rotatable Bonds: 7

Synonyms

• 7585-39-9
• Betadex
• Cycloheptaamylose
• Cyclomaltoheptaose
• Cycloheptaglucan
• Cycloheptaglucosan
• Kleptose
• beta-Cycloamylose
• beta-Dextrin
• Kleptose B
• Rhodocap N
• Ringdex B
• Ringdex BL
• beta-Cycloheptaamylose
• Betacd
• Oristar bcd
• Ringdex-b
• Beta cyclodextrin
• Cyclodextrin, beta-
• Dextrin, beta-cyclo
• CAVAMAX W7
• DTXSID1020358
• Schardinger beta-dextrin
• JV039JZZ3A
• NSC-314334
• INS NO.459
• INS-459
• NSC-269471
• E459
• DTXCID70358
• E-459
• CHEBI:495055
• cyclo-epta-amylose
• betadexum
• DTXSID301186894
• betacyclodextrin
• RefChem:6911
• GlyTouCan:G01435GL
• DTXCID101618211
• G01435GL
• (1S,5R,6S,10R,11S,15R,16S,20R,21S,25R,26S,30R,31S,35R,36R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo(31.2.2.23,6.28,11.213,16.218,21.223,26.228,31)nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol
• 231-493-2
• (1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo(31.2.2.23,6.28,11.213,16.218,21.223,26.228,31)nonatetracontane-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecol
• NSC314334
• b-Cyclodextrin
• beta-CD
• .beta.-Cyclodextrin
• Cyclodextrin B
• beta-Cyclodextrins
• Cycloheptapentylose
• Beta-schardinger dextrin
• beta-cyclodextrine
• Maltodecaose DP10
• MFCD00078139
• 37331-89-8
• NCGC00090771-01
• D047392000
• beta -cyclodextrin
• C42H70O35
• 79647-56-6
• CAS-7585-39-9
• UNII-JV039JZZ3A
• CCRIS 651
• ss-Cyclodextrin
• Betadex [USAN:INN:BAN:NF]
• yena-Cyclodextrin
• 1dmb
• 2zyn
• beta-cyclo-dextrin
• Betadex; Cycloheptakis-(1?4)-(a-d-glucopyranosyl) (cyclomaltoheptaose); Cycloheptakis-(1?4)-(a-d-glucopyranosyl) ss-cyclodextrin
• EINECS 231-493-2
• Betadex (NF/INN)
• NSC 314334
• Schardinger A-Dextrin
• 2y4s
• 3ck8
• 3m3r
• AI3-29233
• BETADEX [INN]
• BETADEX [II]
• BETADEX [MART.]
• BETADEX [WHO-DD]
• BDBM11
• EC 231-493-2
• beta-Cyclodextrin, >=97%
• SCHEMBL24215
• BETADEX [EP MONOGRAPH]
• CHEMBL415690
• BETA-CYCLODEXTRIN [FCC]
• MSK7928
• .BETA.-CYCLODEXTRIN [MI]
• BETA CYCLODEXTRIN [USP-RS]
• .BETA.-CYCLODEXTRIN [FHFI]
• heptakis(hydroxymethyl)[?]tetradecol
• Tox21_111017
• Tox21_201006
• AKOS015900444
• Tox21_111017_1
• DB03995
• OC06646
• ALFADEX IMPURITY A [EP IMPURITY]
• NCGC00090771-02
• NCGC00090771-03
• NCGC00090771-04
• NCGC00258559-01
• HY-107201
• CS-0027620
• D02401
• EN300-381041
• beta-Cyclodextrin(Discontinued,See C4X-25742)
• F863932
• Q27077120
• Betadex, European Pharmacopoeia (EP) Reference Standard
• SULFOBUTYLBETADEX SODIUM IMPURITY A [EP IMPURITY]
• Z1954805533
• CYCLOHEPTAKIS-(1->4)-(.ALPHA.-D-GLUCOPYRANOSYL)
• beta-Cyclodextrin, produced by Wacker Chemie AG, Burghausen, Germany
• Beta Cyclodextrin, United States Pharmacopeia (USP) Reference Standard
• beta-Cyclodextrin, powder, BioReagent, suitable for cell culture, >=97%
• Beta-Cyclodextrin, Pharmaceutical Secondary Standard; Certified Reference Material
• beta-Cyclodextrin, produced by Wacker Chemie AG, Burghausen, Germany, >=95.0% (HPLC)
• beta-Cyclodextrin, Produced by Wacker Chemie AG, Burghausen, Germany, Life Science, >=98.0% (HPLC)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8277	82.77%
Caco-2	-	0.8836	88.36%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6330	63.30%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9202	92.02%
OATP1B3 inhibitior	+	0.9668	96.68%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5702	57.02%
P-glycoprotein inhibitior	-	0.4348	43.48%
P-glycoprotein substrate	-	0.9797	97.97%
CYP3A4 substrate	-	0.6809	68.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8200	82.00%
CYP3A4 inhibition	-	0.9711	97.11%
CYP2C9 inhibition	-	0.9393	93.93%
CYP2C19 inhibition	-	0.8920	89.20%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.9418	94.18%
CYP2C8 inhibition	-	0.9744	97.44%
CYP inhibitory promiscuity	-	0.9442	94.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6032	60.32%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.8753	87.53%
Skin irritation	-	0.8721	87.21%
Skin corrosion	-	0.9640	96.40%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8141	81.41%
Micronuclear	-	0.7373	73.73%
Hepatotoxicity	-	0.6324	63.24%
skin sensitisation	-	0.9376	93.76%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	-	0.9889	98.89%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.6203	62.03%
Acute Oral Toxicity (c)	IV	0.6264	62.64%
Estrogen receptor binding	+	0.6964	69.64%
Androgen receptor binding	+	0.6147	61.47%
Thyroid receptor binding	-	0.5353	53.53%
Glucocorticoid receptor binding	-	0.8660	86.60%
Aromatase binding	+	0.6341	63.41%
PPAR gamma	+	0.6373	63.73%
Honey bee toxicity	-	0.8006	80.06%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	-	0.8831	88.31%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	39810.7 nM	Potency	via CMAUP
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	15.8 nM; 15.8 nM; 15.8 nM	Potency; Potency; Potency	via CMAUP; via CMAUP; via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.42%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	88.38%	95.93%
CHEMBL3589	P55263	Adenosine kinase	87.15%	98.05%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.66%	86.92%

Plants that contains it

• Glycyrrhiza glabra
• Glycyrrhiza inflata
• Glycyrrhiza uralensis

Cross-Links

• PubChem: 444041
• NPASS: NPC6848
• ChEMBL: CHEMBL415690
• LOTUS: LTS0066778
• wikiData: Q27077120