(2S,3R,4R,5S,6S)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-[[8-hydroxy-8a-(hydroxymethyl)-14-methoxy-4,4,6a,6b,14b-pentamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxy]-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 56191539-ffbf-41ee-91a0-3df7960ddc91
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (2S,3R,4R,5S,6S)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-[[8-hydroxy-8a-(hydroxymethyl)-14-methoxy-4,4,6a,6b,14b-pentamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl]oxy]-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3CCC4(C(C3(C)C)CCC5(C4C(C=C6C5(CC(C7(C6CCCC7)CO)O)C)OC)C)C)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]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC3CCC4(C(C3(C)C)CCC5(C4C(C=C6C5(CC(C7(C6CCCC7)CO)O)C)OC)C)C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O
• InChI: InChI=1S/C47H78O18/c1-21-30(51)32(53)36(57)41(61-21)65-38-26(19-60-40-35(56)33(54)31(52)25(18-48)62-40)63-42(37(58)34(38)55)64-29-12-14-44(4)27(43(29,2)3)11-15-45(5)39(44)24(59-7)16-23-22-10-8-9-13-47(22,20-49)28(50)17-46(23,45)6/h16,21-22,24-42,48-58H,8-15,17-20H2,1-7H3/t21-,22?,24?,25+,26+,27?,28?,29?,30+,31+,32+,33-,34+,35+,36+,37+,38+,39?,40+,41-,42-,44?,45?,46?,47?/m0/s1
• InChI Key: KHTRWTUPAYLLGF-HSYCCEMNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₈O₁₈
• Molecular Weight: 931.10 g/mol
• Exact Mass: 930.51881563 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.40
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6944	69.44%
Caco-2	-	0.8890	88.90%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7695	76.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7888	78.88%
OATP1B3 inhibitior	-	0.3159	31.59%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5222	52.22%
P-glycoprotein inhibitior	+	0.7495	74.95%
P-glycoprotein substrate	-	0.5665	56.65%
CYP3A4 substrate	+	0.7331	73.31%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8331	83.31%
CYP3A4 inhibition	-	0.9419	94.19%
CYP2C9 inhibition	-	0.8766	87.66%
CYP2C19 inhibition	-	0.8778	87.78%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.8917	89.17%
CYP2C8 inhibition	+	0.6881	68.81%
CYP inhibitory promiscuity	-	0.9651	96.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6205	62.05%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9070	90.70%
Skin irritation	-	0.6726	67.26%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.8154	81.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7768	77.68%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6901	69.01%
skin sensitisation	-	0.8831	88.31%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.9304	93.04%
Acute Oral Toxicity (c)	III	0.6850	68.50%
Estrogen receptor binding	+	0.7647	76.47%
Androgen receptor binding	+	0.7321	73.21%
Thyroid receptor binding	-	0.5662	56.62%
Glucocorticoid receptor binding	+	0.6005	60.05%
Aromatase binding	+	0.6478	64.78%
PPAR gamma	+	0.7586	75.86%
Honey bee toxicity	-	0.6203	62.03%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8511	85.11%

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	98.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.07%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.36%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.61%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.43%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	86.29%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.88%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.80%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.74%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.72%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.66%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.97%	96.61%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.59%	93.04%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.98%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.87%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.51%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.26%	97.25%
CHEMBL2581	P07339	Cathepsin D	81.58%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.36%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.36%	94.45%

Plants that contains it

• Argemone mexicana
• Artemisia annua
• Centipeda minima

Cross-Links

• PubChem: 11968743
• NPASS: NPC38072