[3-[7-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4b,8,8,10a-tetramethyl-2'-oxospiro[2,3,4,4a,5,6,7,8a,9,10-decahydrophenanthrene-1,4'-oxolane]-2-yl]-1-(4-methyl-5-oxooxolan-2-yl)butan-2-yl] acetate

Details

• Internal ID: 496841e3-27a3-470a-8e74-cd33454e54b7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [3-[7-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-4b,8,8,10a-tetramethyl-2'-oxospiro[2,3,4,4a,5,6,7,8a,9,10-decahydrophenanthrene-1,4'-oxolane]-2-yl]-1-(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)OC7C(C(C(C(O7)C)O)O)O)C)OC(=O)C
• SMILES (Isomeric): CC1CC(OC1=O)CC(C(C)C2CCC3C4(CCC(C(C4CCC3(C25CC(=O)OC5)C)(C)C)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)C)O)O)O)C)OC(=O)C
• InChI: InChI=1S/C44H70O16/c1-20-15-24(57-38(20)53)16-26(56-23(4)46)21(2)25-9-10-29-42(7)13-12-30(41(5,6)28(42)11-14-43(29,8)44(25)17-31(47)54-19-44)59-40-37(35(51)33(49)27(18-45)58-40)60-39-36(52)34(50)32(48)22(3)55-39/h20-22,24-30,32-37,39-40,45,48-52H,9-19H2,1-8H3
• InChI Key: CMTXBVHDOWHMEA-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₀O₁₆
• Molecular Weight: 855.00 g/mol
• Exact Mass: 854.46638614 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 10

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	-	0.8837	88.37%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8467	84.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8014	80.14%
OATP1B3 inhibitior	+	0.9217	92.17%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7378	73.78%
P-glycoprotein inhibitior	+	0.7715	77.15%
P-glycoprotein substrate	+	0.6477	64.77%
CYP3A4 substrate	+	0.7397	73.97%
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	+	0.7108	71.08%
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	-	0.9078	90.78%
Skin irritation	-	0.7071	70.71%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6906	69.06%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7730	77.30%
skin sensitisation	-	0.9392	93.92%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7667	76.67%
Acute Oral Toxicity (c)	I	0.5161	51.61%
Estrogen receptor binding	+	0.7708	77.08%
Androgen receptor binding	+	0.7310	73.10%
Thyroid receptor binding	-	0.6035	60.35%
Glucocorticoid receptor binding	+	0.7334	73.34%
Aromatase binding	+	0.6666	66.66%
PPAR gamma	+	0.7607	76.07%
Honey bee toxicity	-	0.6088	60.88%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.25%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.64%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.84%	97.36%
CHEMBL2581	P07339	Cathepsin D	96.40%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.26%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.78%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.31%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.34%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.93%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	89.47%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.31%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.30%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.37%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.08%	91.24%
CHEMBL5255	O00206	Toll-like receptor 4	85.87%	92.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.33%	98.75%
CHEMBL237	P41145	Kappa opioid receptor	85.26%	98.10%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.97%	95.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.71%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.51%	93.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.92%	96.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.99%	95.36%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.77%	96.21%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.13%	92.62%
CHEMBL204	P00734	Thrombin	81.90%	96.01%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.28%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.19%	97.28%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.17%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.02%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.35%	94.00%

Plants that contains it

• Hovenia dulcis

Cross-Links

• PubChem: 78302483
• LOTUS: LTS0055087
• wikiData: Q104965144