2-(Hydroxymethyl)-6-[(12-hydroxy-16-methyl-15-pentan-2-yl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl)oxy]oxane-3,4,5-triol

Details

• Internal ID: e45c62e0-6d46-45dc-9e3f-58b1c672acfc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: 2-(hydroxymethyl)-6-[(12-hydroxy-16-methyl-15-pentan-2-yl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl)oxy]oxane-3,4,5-triol
• SMILES (Canonical): CCCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5)OC6C(C(C(C(O6)CO)O)O)O)C)O
• SMILES (Isomeric): CCCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5)OC6C(C(C(C(O6)CO)O)O)O)C)O
• InChI: InChI=1S/C30H50O7/c1-4-5-17(2)20-9-11-30(35)22-7-6-18-14-19(36-26-25(34)24(33)23(32)21(15-31)37-26)8-10-28(18)16-29(22,28)13-12-27(20,30)3/h17-26,31-35H,4-16H2,1-3H3
• InChI Key: DKIUPYQQKPBTAW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₇
• Molecular Weight: 522.70 g/mol
• Exact Mass: 522.35565393 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7414	74.14%
Caco-2	-	0.8171	81.71%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4704	47.04%
OATP2B1 inhibitior	-	0.5769	57.69%
OATP1B1 inhibitior	+	0.8761	87.61%
OATP1B3 inhibitior	+	0.9229	92.29%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7292	72.92%
BSEP inhibitior	-	0.9138	91.38%
P-glycoprotein inhibitior	-	0.5168	51.68%
P-glycoprotein substrate	-	0.5747	57.47%
CYP3A4 substrate	+	0.6923	69.23%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8301	83.01%
CYP3A4 inhibition	-	0.7660	76.60%
CYP2C9 inhibition	-	0.7346	73.46%
CYP2C19 inhibition	-	0.7936	79.36%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.8175	81.75%
CYP2C8 inhibition	+	0.4636	46.36%
CYP inhibitory promiscuity	-	0.9059	90.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7384	73.84%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9274	92.74%
Skin irritation	-	0.6403	64.03%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.7572	75.72%
Human Ether-a-go-go-Related Gene inhibition	+	0.7031	70.31%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7052	70.52%
skin sensitisation	-	0.9147	91.47%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7689	76.89%
Acute Oral Toxicity (c)	I	0.3587	35.87%
Estrogen receptor binding	+	0.6833	68.33%
Androgen receptor binding	+	0.7264	72.64%
Thyroid receptor binding	-	0.5596	55.96%
Glucocorticoid receptor binding	+	0.5774	57.74%
Aromatase binding	+	0.6966	69.66%
PPAR gamma	-	0.4858	48.58%
Honey bee toxicity	-	0.7403	74.03%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5827	58.27%
Fish aquatic toxicity	+	0.8711	87.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.09%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.14%	91.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	96.90%	92.86%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.90%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.48%	94.45%
CHEMBL220	P22303	Acetylcholinesterase	95.11%	94.45%
CHEMBL237	P41145	Kappa opioid receptor	93.00%	98.10%
CHEMBL2996	Q05655	Protein kinase C delta	90.73%	97.79%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.85%	82.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.39%	94.23%
CHEMBL2581	P07339	Cathepsin D	88.37%	98.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.36%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.94%	96.61%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.78%	93.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.38%	96.21%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.30%	98.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.20%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.03%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.85%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	85.77%	94.75%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.58%	95.58%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.30%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.16%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.42%	94.62%
CHEMBL226	P30542	Adenosine A1 receptor	84.21%	95.93%
CHEMBL233	P35372	Mu opioid receptor	83.44%	97.93%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.24%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	83.23%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.65%	97.29%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.47%	91.24%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.45%	97.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.31%	90.08%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.90%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.75%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.71%	96.95%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.87%	92.32%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.84%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.06%	99.17%

Plants that contains it

• Celtis australis

Cross-Links

• PubChem: 163009869
• LOTUS: LTS0008920
• wikiData: Q104983316