5-Hydroxy-11-methyl-6-methylidene-16-oxo-12-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylic acid

Details

• Internal ID: 68f0a940-27f1-48e4-be3a-3fa6d1c3ae6c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: 5-hydroxy-11-methyl-6-methylidene-16-oxo-12-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylic acid
• SMILES (Canonical): CC12C(CCC3(C1C(C45C3CCC(C4)(C(=C)C5)O)C(=O)O)OC2=O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): CC12C(CCC3(C1C(C45C3CCC(C4)(C(=C)C5)O)C(=O)O)OC2=O)OC6C(C(C(C(O6)CO)O)O)O
• InChI: InChI=1S/C25H34O11/c1-10-7-23-9-24(10,33)5-3-12(23)25-6-4-13(22(2,21(32)36-25)18(25)14(23)19(30)31)35-20-17(29)16(28)15(27)11(8-26)34-20/h11-18,20,26-29,33H,1,3-9H2,2H3,(H,30,31)
• InChI Key: PLIAJTPGFVBAQI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₁₁
• Molecular Weight: 510.50 g/mol
• Exact Mass: 510.21011190 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -0.92
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7552	75.52%
Caco-2	-	0.8521	85.21%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7839	78.39%
OATP2B1 inhibitior	-	0.7221	72.21%
OATP1B1 inhibitior	+	0.8767	87.67%
OATP1B3 inhibitior	+	0.9575	95.75%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7771	77.71%
BSEP inhibitior	-	0.8209	82.09%
P-glycoprotein inhibitior	-	0.5927	59.27%
P-glycoprotein substrate	-	0.7399	73.99%
CYP3A4 substrate	+	0.6855	68.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8814	88.14%
CYP3A4 inhibition	-	0.8940	89.40%
CYP2C9 inhibition	-	0.8565	85.65%
CYP2C19 inhibition	-	0.8811	88.11%
CYP2D6 inhibition	-	0.9298	92.98%
CYP1A2 inhibition	-	0.8843	88.43%
CYP2C8 inhibition	+	0.4877	48.77%
CYP inhibitory promiscuity	-	0.9449	94.49%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6327	63.27%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9381	93.81%
Skin irritation	-	0.5569	55.69%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4326	43.26%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.7348	73.48%
skin sensitisation	-	0.8807	88.07%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6083	60.83%
Acute Oral Toxicity (c)	III	0.4029	40.29%
Estrogen receptor binding	+	0.7766	77.66%
Androgen receptor binding	+	0.6462	64.62%
Thyroid receptor binding	-	0.4896	48.96%
Glucocorticoid receptor binding	+	0.6253	62.53%
Aromatase binding	+	0.7332	73.32%
PPAR gamma	+	0.5774	57.74%
Honey bee toxicity	-	0.9047	90.47%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9602	96.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	96.91%	96.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.00%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.78%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.37%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	90.87%	94.45%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.76%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.87%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.78%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.96%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.92%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.51%	92.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.26%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.66%	99.23%
CHEMBL5028	O14672	ADAM10	82.30%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.20%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.38%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.79%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.68%	93.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.41%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.30%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.04%	96.38%

Plants that contains it

• Phaseolus coccineus

Cross-Links

• PubChem: 3327889
• LOTUS: LTS0132544
• wikiData: Q105210941