Methyl 8-hydroxy-1-(hydroxymethyl)-5,6,12,12,19-pentamethyl-23-oxo-24-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-15-ene-9-carboxylate

Details

• Internal ID: 8f7381d3-19e2-48e7-a914-2f1346f58842
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl 8-hydroxy-1-(hydroxymethyl)-5,6,12,12,19-pentamethyl-23-oxo-24-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-15-ene-9-carboxylate
• SMILES (Canonical): CC1(CCC2(C(C1)C3=CCC4C(C3(CC2O)C)(CCC5C4(CC6C(C5(C(=O)O6)CO)OC7C(C(C(C(O7)CO)O)O)O)C)C)C(=O)OC)C
• SMILES (Isomeric): CC1(CCC2(C(C1)C3=CCC4C(C3(CC2O)C)(CCC5C4(CC6C(C5(C(=O)O6)CO)OC7C(C(C(C(O7)CO)O)O)O)C)C)C(=O)OC)C
• InChI: InChI=1S/C37H56O12/c1-32(2)11-12-36(30(44)46-6)19(13-32)18-7-8-22-33(3)14-20-28(49-29-27(43)26(42)25(41)21(16-38)47-29)37(17-39,31(45)48-20)23(33)9-10-34(22,4)35(18,5)15-24(36)40/h7,19-29,38-43H,8-17H2,1-6H3
• InChI Key: ASDUMXLWTYUPCM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₆O₁₂
• Molecular Weight: 692.80 g/mol
• Exact Mass: 692.37717722 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 1.60
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8374	83.74%
Caco-2	-	0.8709	87.09%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8151	81.51%
OATP2B1 inhibitior	-	0.8680	86.80%
OATP1B1 inhibitior	+	0.8012	80.12%
OATP1B3 inhibitior	+	0.9040	90.40%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.5588	55.88%
P-glycoprotein inhibitior	+	0.7575	75.75%
P-glycoprotein substrate	-	0.5695	56.95%
CYP3A4 substrate	+	0.7132	71.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8670	86.70%
CYP3A4 inhibition	-	0.8536	85.36%
CYP2C9 inhibition	-	0.7726	77.26%
CYP2C19 inhibition	-	0.8767	87.67%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8922	89.22%
CYP2C8 inhibition	+	0.6132	61.32%
CYP inhibitory promiscuity	-	0.9569	95.69%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5006	50.06%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9159	91.59%
Skin irritation	-	0.5811	58.11%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7191	71.91%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7175	71.75%
skin sensitisation	-	0.8945	89.45%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5365	53.65%
Acute Oral Toxicity (c)	III	0.5465	54.65%
Estrogen receptor binding	+	0.7062	70.62%
Androgen receptor binding	+	0.7439	74.39%
Thyroid receptor binding	-	0.6054	60.54%
Glucocorticoid receptor binding	+	0.6458	64.58%
Aromatase binding	+	0.6767	67.67%
PPAR gamma	+	0.7013	70.13%
Honey bee toxicity	-	0.7356	73.56%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9495	94.95%

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	98.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.92%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.67%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.62%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.02%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.17%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.14%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.48%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.44%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.41%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	86.51%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.39%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.08%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.67%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.37%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.02%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.81%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.81%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.75%	85.14%
CHEMBL5028	O14672	ADAM10	80.50%	97.50%

Plants that contains it

• Platycodon grandiflorus

Cross-Links

• PubChem: 162973638
• LOTUS: LTS0171560
• wikiData: Q104917767