2-[[5-[3-[4,5-dihydroxy-6-methyl-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-methylpent-4-enyl]-6-hydroxy-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 859214dd-081d-4b10-9f56-a6788b448541
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: 2-[[5-[3-[4,5-dihydroxy-6-methyl-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-methylpent-4-enyl]-6-hydroxy-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2(CCCC3(C2CCC(C3CCC(C)(C=C)OC4C(C(C(C(O4)C)O)O)OC5C(C(C(C(O5)C)O)O)O)(C)O)C)C)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2(CCCC3(C2CCC(C3CCC(C)(C=C)OC4C(C(C(C(O4)C)O)O)OC5C(C(C(C(O5)C)O)O)O)(C)O)C)C)O)O)O
• InChI: InChI=1S/C38H66O15/c1-9-36(6,53-34-31(28(44)25(41)20(4)51-34)52-33-30(46)27(43)24(40)19(3)50-33)15-11-22-37(7)14-10-13-35(5,21(37)12-16-38(22,8)47)17-48-32-29(45)26(42)23(39)18(2)49-32/h9,18-34,39-47H,1,10-17H2,2-8H3
• InChI Key: LCZAHNOVJJVRFA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₆O₁₅
• Molecular Weight: 762.90 g/mol
• Exact Mass: 762.44017139 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.23
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5731	57.31%
Caco-2	-	0.8731	87.31%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6554	65.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8499	84.99%
OATP1B3 inhibitior	+	0.8436	84.36%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7153	71.53%
P-glycoprotein inhibitior	+	0.7365	73.65%
P-glycoprotein substrate	-	0.5745	57.45%
CYP3A4 substrate	+	0.6980	69.80%
CYP2C9 substrate	-	0.7878	78.78%
CYP2D6 substrate	-	0.8346	83.46%
CYP3A4 inhibition	-	0.8774	87.74%
CYP2C9 inhibition	-	0.9131	91.31%
CYP2C19 inhibition	-	0.8678	86.78%
CYP2D6 inhibition	-	0.9593	95.93%
CYP1A2 inhibition	-	0.8791	87.91%
CYP2C8 inhibition	+	0.6661	66.61%
CYP inhibitory promiscuity	-	0.9641	96.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7084	70.84%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9104	91.04%
Skin irritation	-	0.5874	58.74%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8104	81.04%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7223	72.23%
skin sensitisation	-	0.9072	90.72%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9080	90.80%
Acute Oral Toxicity (c)	III	0.3975	39.75%
Estrogen receptor binding	+	0.7059	70.59%
Androgen receptor binding	+	0.6379	63.79%
Thyroid receptor binding	-	0.5428	54.28%
Glucocorticoid receptor binding	+	0.5973	59.73%
Aromatase binding	+	0.6446	64.46%
PPAR gamma	+	0.6836	68.36%
Honey bee toxicity	-	0.6936	69.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9604	96.04%

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	99.40%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.73%	91.11%
CHEMBL325	Q13547	Histone deacetylase 1	97.36%	95.92%
CHEMBL1951	P21397	Monoamine oxidase A	96.69%	91.49%
CHEMBL206	P03372	Estrogen receptor alpha	95.45%	97.64%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.92%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.63%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.13%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	92.09%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.06%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	91.78%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.11%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.37%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.11%	98.95%
CHEMBL3524	P56524	Histone deacetylase 4	87.53%	92.97%
CHEMBL233	P35372	Mu opioid receptor	87.21%	97.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.80%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.57%	95.50%
CHEMBL259	P32245	Melanocortin receptor 4	86.10%	95.38%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.01%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.84%	97.36%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.50%	91.03%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.20%	97.47%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.82%	91.07%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.62%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.25%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	82.30%	97.05%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.74%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.23%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.90%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.55%	95.71%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.10%	89.05%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.04%	85.31%

Plants that contains it

• Sticherus quadripartitus

Cross-Links

• PubChem: 163052428
• LOTUS: LTS0050138
• wikiData: Q105150084