[(2S,3R)-3-[(1S,2R,4aR,4bR,7S,8aS,10aR)-4b,8,8,10a-tetramethyl-2'-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[2,3,4,4a,5,6,7,8a,9,10-decahydrophenanthrene-1,4'-oxolane]-2-yl]-1-[(2S,4R)-4-methyl-5-oxooxolan-2-yl]butan-2-yl] acetate

Details

• Internal ID: eb8a69f8-38f1-4173-ae88-a78bc61eca65
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2S,3R)-3-[(1S,2R,4aR,4bR,7S,8aS,10aR)-4b,8,8,10a-tetramethyl-2'-oxo-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[2,3,4,4a,5,6,7,8a,9,10-decahydrophenanthrene-1,4'-oxolane]-2-yl]-1-[(2S,4R)-4-methyl-5-oxooxolan-2-yl]butan-2-yl] acetate
• SMILES (Canonical): CC1CC(OC1=O)CC(C(C)C2CCC3C4(CCC(C(C4CCC3(C25CC(=O)OC5)C)(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@H](OC1=O)C[C@@H]([C@H](C)[C@H]2CC[C@@H]3[C@]4(CC[C@@H](C([C@H]4CC[C@]3([C@]25CC(=O)OC5)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)OC(=O)C
• InChI: InChI=1S/C38H60O12/c1-19-14-22(48-33(19)45)15-24(47-21(3)40)20(2)23-8-9-27-36(6)12-11-28(50-34-32(44)31(43)30(42)25(17-39)49-34)35(4,5)26(36)10-13-37(27,7)38(23)16-29(41)46-18-38/h19-20,22-28,30-32,34,39,42-44H,8-18H2,1-7H3/t19-,20-,22+,23-,24+,25-,26-,27-,28+,30-,31+,32-,34+,36+,37-,38+/m1/s1
• InChI Key: ZWAMUWXPVAELPG-DOISDYQGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₀O₁₂
• Molecular Weight: 708.90 g/mol
• Exact Mass: 708.40847734 g/mol
• Topological Polar Surface Area (TPSA): 178.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 3.28
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4753	47.53%
Caco-2	-	0.8754	87.54%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8467	84.67%
OATP2B1 inhibitior	-	0.8653	86.53%
OATP1B1 inhibitior	+	0.8052	80.52%
OATP1B3 inhibitior	+	0.9217	92.17%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.7855	78.55%
P-glycoprotein substrate	+	0.5750	57.50%
CYP3A4 substrate	+	0.7306	73.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	-	0.9075	90.75%
CYP2C9 inhibition	-	0.8707	87.07%
CYP2C19 inhibition	-	0.8845	88.45%
CYP2D6 inhibition	-	0.9588	95.88%
CYP1A2 inhibition	-	0.9247	92.47%
CYP2C8 inhibition	+	0.6592	65.92%
CYP inhibitory promiscuity	-	0.9566	95.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6310	63.10%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9141	91.41%
Skin irritation	-	0.7071	70.71%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6550	65.50%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7855	78.55%
skin sensitisation	-	0.9392	93.92%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6288	62.88%
Acute Oral Toxicity (c)	I	0.5161	51.61%
Estrogen receptor binding	+	0.7261	72.61%
Androgen receptor binding	+	0.7293	72.93%
Thyroid receptor binding	-	0.6224	62.24%
Glucocorticoid receptor binding	+	0.6912	69.12%
Aromatase binding	+	0.6893	68.93%
PPAR gamma	+	0.6919	69.19%
Honey bee toxicity	-	0.6464	64.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9320	93.20%

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	98.39%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.25%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.61%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.04%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.75%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.22%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.97%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.49%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.25%	98.75%
CHEMBL237	P41145	Kappa opioid receptor	86.38%	98.10%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.36%	97.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.98%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	85.92%	92.50%
CHEMBL2996	Q05655	Protein kinase C delta	85.74%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.55%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.55%	93.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.35%	96.21%
CHEMBL204	P00734	Thrombin	84.25%	96.01%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.18%	91.24%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.54%	96.47%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.76%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.51%	95.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.47%	96.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.38%	97.28%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.19%	95.36%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.13%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.77%	89.50%
CHEMBL1937	Q92769	Histone deacetylase 2	81.68%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.93%	95.56%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.73%	82.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.36%	95.89%
CHEMBL5028	O14672	ADAM10	80.31%	97.50%
CHEMBL3837	P07711	Cathepsin L	80.29%	96.61%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.23%	94.00%

Plants that contains it

• Hovenia dulcis

Cross-Links

• PubChem: 162876806
• LOTUS: LTS0252467
• wikiData: Q105384794