Dammar-23-en-16-one, 3-[[2-O-(6-deoxy-alpha-L-mannopyranosyl)-alpha-L-arabinopyranosyl]oxy]-30-(beta-D-glucopyranosyloxy)-20,25-dihydroxy-, (3beta,23E)-

Details

• Internal ID: b1ab3238-6508-452e-849d-5193e2f74efb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (3S,5R,8R,9R,10R,13R,14S,17S)-17-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-3-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,4,8,10-tetramethyl-14-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,2,3,5,6,7,9,11,12,13,15,17-dodecahydrocyclopenta[a]phenanthren-16-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC6C(C(=O)CC6(C5(CCC4C3(C)C)C)COC7C(C(C(C(O7)CO)O)O)O)C(C)(CC=CC(C)(C)O)O)C)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2O[C@H]3CC[C@@]4([C@H]5CC[C@@H]6[C@H](C(=O)C[C@]6([C@@]5(CC[C@H]4C3(C)C)C)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)[C@](C)(C/C=C/C(C)(C)O)O)C)O)O)O)O)O
• InChI: InChI=1S/C47H78O18/c1-22-31(51)34(54)37(57)40(62-22)65-38-32(52)25(50)20-60-41(38)64-29-13-16-44(6)27(43(29,4)5)12-17-45(7)28(44)11-10-23-30(46(8,59)15-9-14-42(2,3)58)24(49)18-47(23,45)21-61-39-36(56)35(55)33(53)26(19-48)63-39/h9,14,22-23,25-41,48,50-59H,10-13,15-21H2,1-8H3/b14-9+/t22-,23+,25-,26+,27-,28+,29-,30+,31-,32-,33+,34+,35-,36+,37+,38+,39+,40-,41-,44-,45+,46-,47-/m0/s1
• InChI Key: YAFOSOWHFJFSLN-FLTWFZHVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₈O₁₈
• Molecular Weight: 931.10 g/mol
• Exact Mass: 930.51881563 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.21
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 12

Synonyms

• 154971-11-6
• Dammar-23-en-16-one, 3-[[2-O-(6-deoxy-alpha-L-mannopyranosyl)-alpha-L-arabinopyranosyl]oxy]-30-(beta-D-glucopyranosyloxy)-20,25-dihydroxy-, (3beta,23E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6748	67.48%
Caco-2	-	0.8880	88.80%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7826	78.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8089	80.89%
OATP1B3 inhibitior	+	0.8202	82.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7676	76.76%
P-glycoprotein inhibitior	+	0.7579	75.79%
P-glycoprotein substrate	+	0.5409	54.09%
CYP3A4 substrate	+	0.7549	75.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8703	87.03%
CYP3A4 inhibition	-	0.9333	93.33%
CYP2C9 inhibition	-	0.9054	90.54%
CYP2C19 inhibition	-	0.9114	91.14%
CYP2D6 inhibition	-	0.9564	95.64%
CYP1A2 inhibition	-	0.9261	92.61%
CYP2C8 inhibition	+	0.7315	73.15%
CYP inhibitory promiscuity	-	0.9676	96.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6730	67.30%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9063	90.63%
Skin irritation	-	0.6235	62.35%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7371	73.71%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6631	66.31%
skin sensitisation	-	0.9234	92.34%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9040	90.40%
Acute Oral Toxicity (c)	I	0.5665	56.65%
Estrogen receptor binding	+	0.7790	77.90%
Androgen receptor binding	+	0.7408	74.08%
Thyroid receptor binding	-	0.5306	53.06%
Glucocorticoid receptor binding	+	0.7392	73.92%
Aromatase binding	+	0.6361	63.61%
PPAR gamma	+	0.7731	77.31%
Honey bee toxicity	-	0.6020	60.20%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9202	92.02%

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	98.04%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.10%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	93.83%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.84%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.75%	97.36%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.53%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.14%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	91.79%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.44%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.00%	95.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	90.30%	92.88%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.67%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.43%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.96%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.15%	98.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.06%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.88%	97.14%
CHEMBL325	Q13547	Histone deacetylase 1	86.83%	95.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.36%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.23%	91.07%
CHEMBL220	P22303	Acetylcholinesterase	84.06%	94.45%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	83.98%	98.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.88%	97.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.42%	91.24%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.38%	86.92%
CHEMBL1902	P62942	FK506-binding protein 1A	82.74%	97.05%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.31%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.14%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.42%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.27%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.94%	99.17%
CHEMBL5028	O14672	ADAM10	80.64%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.48%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.31%	95.71%
CHEMBL3589	P55263	Adenosine kinase	80.07%	98.05%
CHEMBL1871	P10275	Androgen Receptor	80.06%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.00%	94.00%

Plants that contains it

• Hovenia dulcis

Cross-Links

• PubChem: 163068805
• LOTUS: LTS0032077
• wikiData: Q105345374