(2S,3R,4S,5R)-2-[(2R,3R,4S,5S,6R)-2-[[(2S,4aS,8aS)-5-[2-(furan-3-yl)ethyl]-1,1,4a,6-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-2-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: 0d63813b-9cfb-4fee-863a-739889bf9686
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: (2S,3R,4S,5R)-2-[(2R,3R,4S,5S,6R)-2-[[(2S,4aS,8aS)-5-[2-(furan-3-yl)ethyl]-1,1,4a,6-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-2-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1=C(C2(CCC(C(C2CC1)(C)C)OC3C(C(C(C(O3)CO)O)O)OC4C(C(C(CO4)O)O)O)C)CCC5=COC=C5
• SMILES (Isomeric): CC1=C([C@]2(CC[C@@H](C([C@H]2CC1)(C)C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O[C@H]4[C@@H]([C@H]([C@@H](CO4)O)O)O)C)CCC5=COC=C5
• InChI: InChI=1S/C31H48O11/c1-16-5-8-21-30(2,3)22(9-11-31(21,4)18(16)7-6-17-10-12-38-14-17)41-29-27(25(36)24(35)20(13-32)40-29)42-28-26(37)23(34)19(33)15-39-28/h10,12,14,19-29,32-37H,5-9,11,13,15H2,1-4H3/t19-,20-,21-,22+,23+,24-,25+,26-,27-,28+,29+,31-/m1/s1
• InChI Key: JOKKBOSZTVHKSH-QZFUPEBOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₈O₁₁
• Molecular Weight: 596.70 g/mol
• Exact Mass: 596.31966234 g/mol
• Topological Polar Surface Area (TPSA): 171.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7933	79.33%
Caco-2	-	0.8471	84.71%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7430	74.30%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.7552	75.52%
OATP1B3 inhibitior	+	0.8810	88.10%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7409	74.09%
P-glycoprotein inhibitior	+	0.6632	66.32%
P-glycoprotein substrate	-	0.6090	60.90%
CYP3A4 substrate	+	0.7125	71.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8103	81.03%
CYP3A4 inhibition	-	0.8047	80.47%
CYP2C9 inhibition	-	0.8382	83.82%
CYP2C19 inhibition	-	0.8551	85.51%
CYP2D6 inhibition	-	0.9085	90.85%
CYP1A2 inhibition	-	0.8524	85.24%
CYP2C8 inhibition	+	0.6989	69.89%
CYP inhibitory promiscuity	-	0.8813	88.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5629	56.29%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9404	94.04%
Skin irritation	-	0.6204	62.04%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8334	83.34%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.7196	71.96%
skin sensitisation	-	0.8944	89.44%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8936	89.36%
Acute Oral Toxicity (c)	I	0.6561	65.61%
Estrogen receptor binding	+	0.7817	78.17%
Androgen receptor binding	+	0.6746	67.46%
Thyroid receptor binding	-	0.5332	53.32%
Glucocorticoid receptor binding	+	0.6312	63.12%
Aromatase binding	+	0.7020	70.20%
PPAR gamma	+	0.6819	68.19%
Honey bee toxicity	-	0.7417	74.17%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6168	61.68%
Fish aquatic toxicity	+	0.9704	97.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.91%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	94.58%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.47%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.79%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.21%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.00%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.87%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.69%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.38%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.94%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.12%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.51%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.75%	91.24%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.77%	97.36%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.33%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.63%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.95%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.45%	92.62%

Plants that contains it

• Salvia digitaloides

Cross-Links

• PubChem: 162896919
• LOTUS: LTS0062881
• wikiData: Q105132385