2-[5-(2-hydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpent-1-en-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 448f8702-8e4d-4d6f-bac4-2b090e28d06f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: 2-[5-(2-hydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpent-1-en-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(CCCC2(C1CCC(C2CCC(C)(C=C)OC3C(C(C(C(O3)CO)O)O)O)(C)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CCC(C2CCC(C)(C=C)OC3C(C(C(C(O3)CO)O)O)O)(C)O)C)C
• InChI: InChI=1S/C26H46O7/c1-7-24(4,33-22-21(30)20(29)19(28)16(15-27)32-22)13-9-18-25(5)12-8-11-23(2,3)17(25)10-14-26(18,6)31/h7,16-22,27-31H,1,8-15H2,2-6H3
• InChI Key: YMTHEQVUAPPTJS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₆O₇
• Molecular Weight: 470.60 g/mol
• Exact Mass: 470.32435380 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6738	67.38%
Caco-2	-	0.7666	76.66%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6848	68.48%
OATP2B1 inhibitior	-	0.7129	71.29%
OATP1B1 inhibitior	+	0.8307	83.07%
OATP1B3 inhibitior	+	0.8396	83.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6542	65.42%
BSEP inhibitior	-	0.8343	83.43%
P-glycoprotein inhibitior	-	0.5855	58.55%
P-glycoprotein substrate	-	0.8354	83.54%
CYP3A4 substrate	+	0.6703	67.03%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.6689	66.89%
CYP2C9 inhibition	-	0.8328	83.28%
CYP2C19 inhibition	-	0.8118	81.18%
CYP2D6 inhibition	-	0.9528	95.28%
CYP1A2 inhibition	-	0.8192	81.92%
CYP2C8 inhibition	+	0.5801	58.01%
CYP inhibitory promiscuity	-	0.9516	95.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7541	75.41%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9458	94.58%
Skin irritation	-	0.6500	65.00%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7929	79.29%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6797	67.97%
skin sensitisation	-	0.8945	89.45%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6618	66.18%
Acute Oral Toxicity (c)	III	0.6188	61.88%
Estrogen receptor binding	+	0.6298	62.98%
Androgen receptor binding	+	0.5753	57.53%
Thyroid receptor binding	+	0.5666	56.66%
Glucocorticoid receptor binding	+	0.6593	65.93%
Aromatase binding	+	0.6992	69.92%
PPAR gamma	+	0.5752	57.52%
Honey bee toxicity	-	0.7526	75.26%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9567	95.67%

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	99.52%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.52%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.07%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.91%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.58%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	89.74%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	89.57%	94.75%
CHEMBL233	P35372	Mu opioid receptor	89.44%	97.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.32%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.92%	96.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.38%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.08%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	87.75%	98.10%
CHEMBL2581	P07339	Cathepsin D	87.34%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.91%	92.94%
CHEMBL3524	P56524	Histone deacetylase 4	85.98%	92.97%
CHEMBL1977	P11473	Vitamin D receptor	85.72%	99.43%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.40%	91.03%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.75%	91.24%
CHEMBL325	Q13547	Histone deacetylase 1	84.70%	95.92%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	83.97%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.56%	97.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.34%	97.14%
CHEMBL206	P03372	Estrogen receptor alpha	83.17%	97.64%
CHEMBL259	P32245	Melanocortin receptor 4	83.07%	95.38%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.02%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.71%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.59%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.44%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.06%	92.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.28%	82.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.15%	100.00%

Plants that contains it

• Sticherus quadripartitus

Cross-Links

• PubChem: 162897132
• LOTUS: LTS0162325
• wikiData: Q105350724