[(1S,2S,4S,5S,6S,10S)-2-(hydroxymethyl)-10-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] (1S,4aS,7aS)-7-methylidene-1-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: 775602f1-7ca3-497e-93c6-5b9a4e1ab19a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(1S,2S,4S,5S,6S,10S)-2-(hydroxymethyl)-10-[(2S,3S,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] (1S,4aS,7aS)-7-methylidene-1-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
• SMILES (Canonical): C=C1CCC2C1C(OC=C2C(=O)OC3C4C=COC(C4C5(C3O5)CO)OC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): C=C1CC[C@H]2[C@@H]1[C@@H](OC=C2C(=O)O[C@H]3[C@H]4C=CO[C@H]([C@@H]4[C@@]5([C@H]3O5)CO)O[C@H]6[C@H]([C@H]([C@@H]([C@@H](O6)CO)O)O)O)O[C@H]7[C@H]([C@@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C31H42O18/c1-10-2-3-11-13(8-43-27(16(10)11)47-29-22(39)20(37)18(35)14(6-32)44-29)26(41)46-24-12-4-5-42-28(17(12)31(9-34)25(24)49-31)48-30-23(40)21(38)19(36)15(7-33)45-30/h4-5,8,11-12,14-25,27-30,32-40H,1-3,6-7,9H2/t11-,12+,14-,15+,16-,17-,18-,19-,20-,21+,22+,23+,24+,25+,27+,28+,29+,30+,31-/m1/s1
• InChI Key: DHZDTIROSIGKIG-RZHVVGFJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₂O₁₈
• Molecular Weight: 702.70 g/mol
• Exact Mass: 702.23711449 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -4.40
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5460	54.60%
Caco-2	-	0.8907	89.07%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7283	72.83%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.7667	76.67%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8346	83.46%
BSEP inhibitior	-	0.5164	51.64%
P-glycoprotein inhibitior	+	0.6155	61.55%
P-glycoprotein substrate	-	0.6259	62.59%
CYP3A4 substrate	+	0.6837	68.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8589	85.89%
CYP3A4 inhibition	-	0.9432	94.32%
CYP2C9 inhibition	-	0.8423	84.23%
CYP2C19 inhibition	-	0.8103	81.03%
CYP2D6 inhibition	-	0.8909	89.09%
CYP1A2 inhibition	-	0.8526	85.26%
CYP2C8 inhibition	+	0.5635	56.35%
CYP inhibitory promiscuity	-	0.8478	84.78%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6593	65.93%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.9148	91.48%
Skin irritation	-	0.7412	74.12%
Skin corrosion	-	0.9309	93.09%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8102	81.02%
Micronuclear	-	0.7141	71.41%
Hepatotoxicity	-	0.8093	80.93%
skin sensitisation	-	0.8056	80.56%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6079	60.79%
Acute Oral Toxicity (c)	III	0.3891	38.91%
Estrogen receptor binding	+	0.7709	77.09%
Androgen receptor binding	+	0.6734	67.34%
Thyroid receptor binding	-	0.5133	51.33%
Glucocorticoid receptor binding	-	0.5407	54.07%
Aromatase binding	+	0.5985	59.85%
PPAR gamma	+	0.7026	70.26%
Honey bee toxicity	-	0.7471	74.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.3928	39.28%

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	98.90%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.69%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.32%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.37%	96.61%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.89%	94.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.81%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	87.39%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.47%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.91%	100.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	84.90%	94.97%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.58%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.97%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.82%	83.57%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.58%	92.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.35%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.28%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.05%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.84%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	80.44%	91.19%

Plants that contains it

• Argylia radiata

Cross-Links

• PubChem: 163103835
• LOTUS: LTS0253800
• wikiData: Q104981043