(2R,3R,4R,5R,6S)-2-[[(1R,4aR,5S,6R,8aS)-6-hydroxy-1,4a,6-trimethyl-5-[(3S)-3-methyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxypent-4-enyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]methoxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: e068e509-6dc4-469d-a5c9-0e7e1fcedac8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(1R,4aR,5S,6R,8aS)-6-hydroxy-1,4a,6-trimethyl-5-[(3S)-3-methyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxypent-4-enyl]-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)O)(C)O)C)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@]2(CCC[C@@]3([C@@H]2CC[C@@]([C@H]3CC[C@@](C)(C=C)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)(C)O)C)C)O)O)O
• InChI: InChI=1S/C32H56O11/c1-8-30(5,43-28-26(38)24(36)22(34)18(3)42-28)14-10-20-31(6)13-9-12-29(4,19(31)11-15-32(20,7)39)16-40-27-25(37)23(35)21(33)17(2)41-27/h8,17-28,33-39H,1,9-16H2,2-7H3/t17-,18-,19+,20-,21-,22-,23+,24+,25+,26+,27+,28-,29-,30+,31+,32+/m0/s1
• InChI Key: WLTDCOMQNJRVOZ-ISYNVZIYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₆O₁₁
• Molecular Weight: 616.80 g/mol
• Exact Mass: 616.38226260 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 9

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	-	0.8319	83.19%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6554	65.54%
OATP2B1 inhibitior	-	0.7209	72.09%
OATP1B1 inhibitior	+	0.8516	85.16%
OATP1B3 inhibitior	+	0.8436	84.36%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8066	80.66%
P-glycoprotein inhibitior	+	0.6637	66.37%
P-glycoprotein substrate	-	0.6510	65.10%
CYP3A4 substrate	+	0.6809	68.09%
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	+	0.6668	66.68%
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	-	0.9220	92.20%
Skin irritation	-	0.5874	58.74%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7241	72.41%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6723	67.23%
skin sensitisation	-	0.9072	90.72%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8829	88.29%
Acute Oral Toxicity (c)	III	0.3975	39.75%
Estrogen receptor binding	+	0.6210	62.10%
Androgen receptor binding	+	0.5928	59.28%
Thyroid receptor binding	-	0.5389	53.89%
Glucocorticoid receptor binding	+	0.5571	55.71%
Aromatase binding	+	0.6561	65.61%
PPAR gamma	+	0.6104	61.04%
Honey bee toxicity	-	0.7468	74.68%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
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	99.19%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.39%	91.11%
CHEMBL325	Q13547	Histone deacetylase 1	95.65%	95.92%
CHEMBL1951	P21397	Monoamine oxidase A	94.25%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.62%	96.09%
CHEMBL206	P03372	Estrogen receptor alpha	92.92%	97.64%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.80%	96.61%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.28%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.88%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.29%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	91.14%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	90.24%	94.75%
CHEMBL2581	P07339	Cathepsin D	88.62%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.89%	86.33%
CHEMBL259	P32245	Melanocortin receptor 4	87.47%	95.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.20%	89.00%
CHEMBL233	P35372	Mu opioid receptor	84.77%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.62%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.45%	95.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.09%	89.05%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.15%	85.31%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.10%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.96%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.71%	91.07%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.31%	97.47%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.89%	91.03%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.68%	97.36%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.23%	92.62%

Plants that contains it

• Sticherus quadripartitus

Cross-Links

• PubChem: 163086102
• LOTUS: LTS0229174
• wikiData: Q105308194