methyl (1S,2S,3'R,4S,4'E,5S,6R,7S)-3'-hydroxy-4'-[1-(4-hydroxy-3-methoxyphenyl)ethylidene]-5'-oxo-7-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[3,8-dioxatricyclo[4.4.0.02,4]dec-9-ene-5,2'-oxolane]-10-carboxylate

Details

• Internal ID: 758c9ae1-03b1-4c6e-9eef-746f2ff08e2d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl (1S,2S,3'R,4S,4'E,5S,6R,7S)-3'-hydroxy-4'-[1-(4-hydroxy-3-methoxyphenyl)ethylidene]-5'-oxo-7-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[3,8-dioxatricyclo[4.4.0.02,4]dec-9-ene-5,2'-oxolane]-10-carboxylate
• SMILES (Canonical): CC(=C1C(C2(C3C(C4C2O4)C(=COC3OC5C(C(C(C(O5)CO)O)O)O)C(=O)OC)OC1=O)O)C6=CC(=C(C=C6)O)OC
• SMILES (Isomeric): C/C(=C\1/[C@H]([C@]2([C@H]3[C@H]([C@H]4[C@@H]2O4)C(=CO[C@H]3O[C@H]5[C@H]([C@@H]([C@H]([C@@H](O5)CO)O)O)O)C(=O)OC)OC1=O)O)/C6=CC(=C(C=C6)O)OC
• InChI: InChI=1S/C28H32O15/c1-9(10-4-5-12(30)13(6-10)37-2)15-22(34)28(43-25(15)36)17-16(21-23(28)41-21)11(24(35)38-3)8-39-26(17)42-27-20(33)19(32)18(31)14(7-29)40-27/h4-6,8,14,16-23,26-27,29-34H,7H2,1-3H3/b15-9+/t14-,16+,17-,18-,19+,20-,21-,22+,23-,26-,27-,28-/m0/s1
• InChI Key: SJCFCUVFNPSCIP-ZKMOGSMTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₅
• Molecular Weight: 608.50 g/mol
• Exact Mass: 608.17412031 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.93
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7935	79.35%
Caco-2	-	0.8836	88.36%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5920	59.20%
OATP2B1 inhibitior	-	0.7180	71.80%
OATP1B1 inhibitior	+	0.7723	77.23%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5621	56.21%
P-glycoprotein inhibitior	+	0.5731	57.31%
P-glycoprotein substrate	+	0.5907	59.07%
CYP3A4 substrate	+	0.6971	69.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.7771	77.71%
CYP2C9 inhibition	-	0.7560	75.60%
CYP2C19 inhibition	-	0.7309	73.09%
CYP2D6 inhibition	-	0.8975	89.75%
CYP1A2 inhibition	-	0.7987	79.87%
CYP2C8 inhibition	+	0.8194	81.94%
CYP inhibitory promiscuity	-	0.6159	61.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5704	57.04%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9098	90.98%
Skin irritation	-	0.7603	76.03%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.5337	53.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3863	38.63%
Micronuclear	+	0.5633	56.33%
Hepatotoxicity	-	0.6198	61.98%
skin sensitisation	-	0.7945	79.45%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6473	64.73%
Acute Oral Toxicity (c)	III	0.4142	41.42%
Estrogen receptor binding	+	0.8078	80.78%
Androgen receptor binding	+	0.7064	70.64%
Thyroid receptor binding	+	0.5670	56.70%
Glucocorticoid receptor binding	+	0.6979	69.79%
Aromatase binding	+	0.5399	53.99%
PPAR gamma	+	0.7324	73.24%
Honey bee toxicity	-	0.7329	73.29%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8979	89.79%

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	99.61%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.93%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.81%	96.09%
CHEMBL4208	P20618	Proteasome component C5	93.85%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.26%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	91.53%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.68%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.59%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.87%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.51%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	87.59%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.24%	95.56%
CHEMBL2535	P11166	Glucose transporter	85.13%	98.75%
CHEMBL2581	P07339	Cathepsin D	84.89%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.30%	94.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.46%	95.83%
CHEMBL5028	O14672	ADAM10	83.13%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.25%	92.62%

Plants that contains it

• Morinda coreia

Cross-Links

• PubChem: 163189373
• LOTUS: LTS0202730
• wikiData: Q105254196