(1S,2S,6S,7S,8S)-7-hydroxy-2,6-dimethyl-14-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4,11-dioxatetracyclo[6.3.3.01,8.02,6]tetradec-13-ene-5,10-dione

Details

• Internal ID: e71f81f7-007c-45ff-a8e0-65ecf6e79592
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (1S,2S,6S,7S,8S)-7-hydroxy-2,6-dimethyl-14-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4,11-dioxatetracyclo[6.3.3.01,8.02,6]tetradec-13-ene-5,10-dione
• SMILES (Canonical): CC12COC(=O)C1(C(C34C2(CC=C3COC5C(C(C(C(O5)CO)O)O)O)OC(=O)C4)O)C
• SMILES (Isomeric): C[C@@]12COC(=O)[C@@]1([C@H]([C@@]34[C@@]2(CC=C3CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC(=O)C4)O)C
• InChI: InChI=1S/C21H28O11/c1-18-8-30-17(28)19(18,2)16(27)20-5-11(23)32-21(18,20)4-3-9(20)7-29-15-14(26)13(25)12(24)10(6-22)31-15/h3,10,12-16,22,24-27H,4-8H2,1-2H3/t10-,12-,13+,14-,15-,16-,18-,19+,20+,21+/m1/s1
• InChI Key: MDZGQAYJCGFSNC-FKBIRUNOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₁₁
• Molecular Weight: 456.40 g/mol
• Exact Mass: 456.16316171 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -2.25
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6700	67.00%
Caco-2	-	0.8098	80.98%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8223	82.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8828	88.28%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5702	57.02%
P-glycoprotein inhibitior	-	0.6631	66.31%
P-glycoprotein substrate	-	0.6954	69.54%
CYP3A4 substrate	+	0.6476	64.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8763	87.63%
CYP3A4 inhibition	-	0.9170	91.70%
CYP2C9 inhibition	-	0.9121	91.21%
CYP2C19 inhibition	-	0.9139	91.39%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	-	0.8803	88.03%
CYP2C8 inhibition	+	0.4793	47.93%
CYP inhibitory promiscuity	-	0.9274	92.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6343	63.43%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9396	93.96%
Skin irritation	-	0.6677	66.77%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.5444	54.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.5601	56.01%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6052	60.52%
skin sensitisation	-	0.8956	89.56%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.8438	84.38%
Acute Oral Toxicity (c)	I	0.4177	41.77%
Estrogen receptor binding	+	0.6158	61.58%
Androgen receptor binding	+	0.7511	75.11%
Thyroid receptor binding	-	0.5855	58.55%
Glucocorticoid receptor binding	-	0.5077	50.77%
Aromatase binding	+	0.7053	70.53%
PPAR gamma	+	0.5569	55.69%
Honey bee toxicity	-	0.7458	74.58%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5984	59.84%
Fish aquatic toxicity	+	0.9605	96.05%

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	97.53%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	96.68%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.35%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.78%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.42%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.95%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.30%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	86.27%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.03%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.03%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.34%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.11%	94.73%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.45%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.44%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.94%	85.14%
CHEMBL5255	O00206	Toll-like receptor 4	83.76%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.95%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.44%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.62%	95.89%

Plants that contains it

• Illicium majus

Cross-Links

• PubChem: 72705256
• LOTUS: LTS0086404
• wikiData: Q105162049