[3,5-Dihydroxy-2-(hydroxymethyl)-6-[[6-(methylsulfanylcarbonyloxymethyl)-2-oxo-3,9-dioxatricyclo[5.3.1.04,11]undeca-1(10),5-dien-8-yl]oxy]oxan-4-yl] 5-hydroxy-7-(methylsulfanylcarbonyloxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: 8d97eb2f-d543-430d-9111-79fe1fc30cb9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: [3,5-dihydroxy-2-(hydroxymethyl)-6-[[6-(methylsulfanylcarbonyloxymethyl)-2-oxo-3,9-dioxatricyclo[5.3.1.04,11]undeca-1(10),5-dien-8-yl]oxy]oxan-4-yl] 5-hydroxy-7-(methylsulfanylcarbonyloxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
• SMILES (Canonical): CSC(=O)OCC1=CC(C2C1C(OC=C2C(=O)OC3C(C(OC(C3O)OC4C5C6C(C=C5COC(=O)SC)OC(=O)C6=CO4)CO)O)OC7C(C(C(C(O7)CO)O)O)O)O
• SMILES (Isomeric): CSC(=O)OCC1=CC(C2C1C(OC=C2C(=O)OC3C(C(OC(C3O)OC4C5C6C(C=C5COC(=O)SC)OC(=O)C6=CO4)CO)O)OC7C(C(C(C(O7)CO)O)O)O)O
• InChI: InChI=1S/C36H44O22S2/c1-59-35(47)51-7-11-3-15(39)21-13(9-49-31(19(11)21)57-33-26(43)25(42)23(40)17(5-37)54-33)30(46)56-28-24(41)18(6-38)55-34(27(28)44)58-32-20-12(8-52-36(48)60-2)4-16-22(20)14(10-50-32)29(45)53-16/h3-4,9-10,15-28,31-34,37-44H,5-8H2,1-2H3
• InChI Key: PYQHCLXXOHHIDC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₄O₂₂S₂
• Molecular Weight: 892.90 g/mol
• Exact Mass: 892.17656537 g/mol
• Topological Polar Surface Area (TPSA): 373.00 Ų
• XlogP: -3.00
• Atomic LogP (AlogP): -2.72
• H-Bond Acceptor: 24
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6321	63.21%
Caco-2	-	0.8754	87.54%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7312	73.12%
OATP2B1 inhibitior	-	0.7256	72.56%
OATP1B1 inhibitior	+	0.7839	78.39%
OATP1B3 inhibitior	+	0.9311	93.11%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6959	69.59%
P-glycoprotein inhibitior	+	0.7203	72.03%
P-glycoprotein substrate	-	0.5838	58.38%
CYP3A4 substrate	+	0.6832	68.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8664	86.64%
CYP3A4 inhibition	-	0.7458	74.58%
CYP2C9 inhibition	-	0.8042	80.42%
CYP2C19 inhibition	-	0.7137	71.37%
CYP2D6 inhibition	-	0.8835	88.35%
CYP1A2 inhibition	-	0.8184	81.84%
CYP2C8 inhibition	+	0.6139	61.39%
CYP inhibitory promiscuity	-	0.5972	59.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5598	55.98%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9099	90.99%
Skin irritation	-	0.7629	76.29%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.6137	61.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7029	70.29%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.7571	75.71%
skin sensitisation	-	0.8417	84.17%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7576	75.76%
Acute Oral Toxicity (c)	III	0.5496	54.96%
Estrogen receptor binding	+	0.7889	78.89%
Androgen receptor binding	+	0.7092	70.92%
Thyroid receptor binding	-	0.5195	51.95%
Glucocorticoid receptor binding	+	0.6736	67.36%
Aromatase binding	+	0.5542	55.42%
PPAR gamma	+	0.7328	73.28%
Honey bee toxicity	-	0.6631	66.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8390	83.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.85%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.48%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.83%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.27%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.07%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.70%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.19%	97.36%
CHEMBL5255	O00206	Toll-like receptor 4	84.86%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.77%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.17%	94.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.03%	81.11%

Plants that contains it

• Saprosma scortechinii

Cross-Links

• PubChem: 73820753
• LOTUS: LTS0031354
• wikiData: Q105216721