(20R,23R)-3beta-[[2-O-(alpha-L-Rhamnopyranosyl)-3-O-(beta-D-xylopyranosyl)-alpha-L-arabinopyranosyl]oxy]-19-oxo-20,23-dihydroxydammara-24-ene-21-oic acid 21,23-lactone

Details

• Internal ID: 24c37829-a742-487a-ad58-2a5c1fe6d4d1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,5S,8R,9S,10S,13R,14R,17S)-17-[(3R,5R)-3-hydroxy-5-(2-methylprop-1-enyl)-2-oxooxolan-3-yl]-3-[(2S,3R,4S,5S)-5-hydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,4,8,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC6C(CCC6(C5(CCC4C3(C)C)C)C)C7(CC(OC7=O)C=C(C)C)O)C=O)O)OC8C(C(C(CO8)O)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](CC[C@]6([C@@]5(CC[C@H]4C3(C)C)C)C)[C@@]7(C[C@@H](OC7=O)C=C(C)C)O)C=O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O)O
• InChI: InChI=1S/C46H72O17/c1-21(2)16-23-17-46(56,41(55)60-23)25-10-13-43(6)24(25)8-9-29-44(43,7)14-11-28-42(4,5)30(12-15-45(28,29)20-47)61-40-37(63-39-35(54)33(52)31(50)22(3)59-39)36(27(49)19-58-40)62-38-34(53)32(51)26(48)18-57-38/h16,20,22-40,48-54,56H,8-15,17-19H2,1-7H3/t22-,23-,24+,25-,26+,27-,28-,29-,30-,31-,32-,33+,34+,35+,36-,37+,38-,39-,40-,43+,44+,45+,46+/m0/s1
• InChI Key: YTXBZOXUBSFCCT-CICFPSELSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₂O₁₇
• Molecular Weight: 897.10 g/mol
• Exact Mass: 896.47695082 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.00
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8886	88.86%
Caco-2	-	0.8851	88.51%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8615	86.15%
OATP2B1 inhibitior	-	0.8799	87.99%
OATP1B1 inhibitior	+	0.8432	84.32%
OATP1B3 inhibitior	+	0.9341	93.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8232	82.32%
P-glycoprotein inhibitior	+	0.7590	75.90%
P-glycoprotein substrate	+	0.6216	62.16%
CYP3A4 substrate	+	0.7432	74.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.8993	89.93%
CYP2C9 inhibition	-	0.8541	85.41%
CYP2C19 inhibition	-	0.9102	91.02%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.9298	92.98%
CYP2C8 inhibition	+	0.6901	69.01%
CYP inhibitory promiscuity	-	0.9551	95.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5293	52.93%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9073	90.73%
Skin irritation	-	0.5743	57.43%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6939	69.39%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8872	88.72%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5994	59.94%
Acute Oral Toxicity (c)	I	0.7897	78.97%
Estrogen receptor binding	+	0.8174	81.74%
Androgen receptor binding	+	0.7502	75.02%
Thyroid receptor binding	-	0.5576	55.76%
Glucocorticoid receptor binding	+	0.7239	72.39%
Aromatase binding	+	0.6566	65.66%
PPAR gamma	+	0.7787	77.87%
Honey bee toxicity	-	0.5803	58.03%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9837	98.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.66%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.61%	91.11%
CHEMBL325	Q13547	Histone deacetylase 1	92.21%	95.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.92%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.83%	97.36%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.81%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.42%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.79%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.72%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.49%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.36%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.71%	96.77%
CHEMBL1937	Q92769	Histone deacetylase 2	86.70%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.27%	94.45%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.40%	95.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.79%	94.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.62%	93.00%
CHEMBL259	P32245	Melanocortin receptor 4	82.11%	95.38%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.81%	95.71%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.77%	92.78%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.32%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.06%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	80.28%	97.05%

Plants that contains it

• Coleostephus myconis
• Dahlia pinnata
• Gynostemma pentaphyllum
• Synotis alata

Cross-Links

• PubChem: 102052090
• NPASS: NPC284514
• LOTUS: LTS0140796
• wikiData: Q105362380