6,11,18-trihydroxy-3,20-dimethyl-16-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-9-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-12-oxapentacyclo[11.7.1.02,11.05,10.017,21]henicosa-1(20),2,5,7,9,13(21),14,16,18-nonaen-4-one

Details

• Internal ID: 4f5b5d33-59c6-4547-90f2-ed6a1a0e0ef9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 6,11,18-trihydroxy-3,20-dimethyl-16-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-9-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-12-oxapentacyclo[11.7.1.02,11.05,10.017,21]henicosa-1(20),2,5,7,9,13(21),14,16,18-nonaen-4-one
• SMILES (Canonical): CC1=C2C3=C(C=CC(=C3C(=C1)O)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O)OC6(C2=C(C(=O)C7=C(C=CC(=C76)OC8C(C(C(C(O8)COC9C(C(C(CO9)O)O)O)O)O)O)O)C)O
• SMILES (Isomeric): CC1=C2C3=C(C=CC(=C3C(=C1)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O)O)O)O)OC6(C2=C(C(=O)C7=C(C=CC(=C76)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)COC9[C@@H]([C@H]([C@@H](CO9)O)O)O)O)O)O)O)C)O
• InChI: InChI=1S/C44H52O25/c1-12-7-15(46)24-18(65-42-38(58)34(54)32(52)21(67-42)10-63-40-36(56)30(50)16(47)8-61-40)5-6-19-26(24)23(12)27-13(2)29(49)25-14(45)3-4-20(28(25)44(27,60)69-19)66-43-39(59)35(55)33(53)22(68-43)11-64-41-37(57)31(51)17(48)9-62-41/h3-7,16-17,21-22,30-43,45-48,50-60H,8-11H2,1-2H3/t16-,17-,21-,22-,30+,31+,32-,33-,34+,35+,36-,37-,38-,39-,40+,41?,42-,43-,44?/m1/s1
• InChI Key: GZPHCGBBVQCZIH-VDUWLULHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₂O₂₅
• Molecular Weight: 980.90 g/mol
• Exact Mass: 980.27976714 g/mol
• Topological Polar Surface Area (TPSA): 404.00 Ų
• XlogP: -4.70
• Atomic LogP (AlogP): -4.95
• H-Bond Acceptor: 25
• H-Bond Donor: 15
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6703	67.03%
Caco-2	-	0.8744	87.44%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7308	73.08%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8985	89.85%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8223	82.23%
P-glycoprotein inhibitior	+	0.7152	71.52%
P-glycoprotein substrate	+	0.5376	53.76%
CYP3A4 substrate	+	0.6874	68.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8620	86.20%
CYP3A4 inhibition	-	0.9188	91.88%
CYP2C9 inhibition	-	0.8411	84.11%
CYP2C19 inhibition	-	0.7175	71.75%
CYP2D6 inhibition	-	0.7803	78.03%
CYP1A2 inhibition	-	0.7436	74.36%
CYP2C8 inhibition	+	0.6114	61.14%
CYP inhibitory promiscuity	-	0.8290	82.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6760	67.60%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9033	90.33%
Skin irritation	-	0.7858	78.58%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7986	79.86%
Micronuclear	+	0.5274	52.74%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8041	80.41%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6938	69.38%
Acute Oral Toxicity (c)	III	0.4564	45.64%
Estrogen receptor binding	+	0.8163	81.63%
Androgen receptor binding	+	0.6504	65.04%
Thyroid receptor binding	+	0.5922	59.22%
Glucocorticoid receptor binding	+	0.6985	69.85%
Aromatase binding	+	0.5939	59.39%
PPAR gamma	+	0.7902	79.02%
Honey bee toxicity	-	0.7803	78.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9724	97.24%

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	99.38%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.69%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.09%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.21%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.76%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.00%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.69%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.56%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.20%	94.80%
CHEMBL1937	Q92769	Histone deacetylase 2	92.07%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.92%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.76%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.03%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.37%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.12%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.73%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	86.30%	93.18%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.24%	96.90%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.58%	100.00%
CHEMBL4208	P20618	Proteasome component C5	85.45%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.52%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.28%	96.77%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.74%	97.50%
CHEMBL4040	P28482	MAP kinase ERK2	82.23%	83.82%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.83%	96.67%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.55%	96.21%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.31%	96.38%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.28%	82.38%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.24%	86.92%

Plants that contains it

• Diospyros lycioides

Cross-Links

• PubChem: 163186626
• LOTUS: LTS0257891
• wikiData: Q105024502