(3beta,12beta,24S)-12,24-Dihydroxydammar-25-ene-3,20-diyl bis[beta-D-glucopyranoside]

Details

• Internal ID: de3a1b73-60f7-4436-a83b-2e8ed6382b5f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-[(2S,5S)-5-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=C)C(CCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)O)C)OC6C(C(C(C(O6)CO)O)O)O)O
• SMILES (Isomeric): CC(=C)[C@H](CC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O
• InChI: InChI=1S/C42H72O14/c1-20(2)22(45)10-16-42(8,56-37-35(52)33(50)31(48)25(19-44)54-37)21-9-14-41(7)29(21)23(46)17-27-39(5)13-12-28(38(3,4)26(39)11-15-40(27,41)6)55-36-34(51)32(49)30(47)24(18-43)53-36/h21-37,43-52H,1,9-19H2,2-8H3/t21-,22-,23+,24+,25+,26-,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-,37-,39-,40+,41+,42-/m0/s1
• InChI Key: UJUDHUMABIRGHD-RJIRWEFGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂O₁₄
• Molecular Weight: 801.00 g/mol
• Exact Mass: 800.49220697 g/mol
• Topological Polar Surface Area (TPSA): 239.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 1.12
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

• (3beta,12beta,24S)-12,24-Dihydroxydammar-25-ene-3,20-diyl bis[beta-D-glucopyranoside]
• 114019-97-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6672	66.72%
Caco-2	-	0.8823	88.23%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6775	67.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8255	82.55%
OATP1B3 inhibitior	+	0.8181	81.81%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7182	71.82%
P-glycoprotein inhibitior	+	0.7609	76.09%
P-glycoprotein substrate	-	0.6664	66.64%
CYP3A4 substrate	+	0.7257	72.57%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9292	92.92%
CYP2C9 inhibition	-	0.8423	84.23%
CYP2C19 inhibition	-	0.8753	87.53%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.8923	89.23%
CYP2C8 inhibition	+	0.5566	55.66%
CYP inhibitory promiscuity	-	0.9433	94.33%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6676	66.76%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9083	90.83%
Skin irritation	-	0.5726	57.26%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	-	0.7548	75.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.7274	72.74%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5018	50.18%
skin sensitisation	-	0.8862	88.62%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6680	66.80%
Acute Oral Toxicity (c)	I	0.5121	51.21%
Estrogen receptor binding	+	0.6989	69.89%
Androgen receptor binding	+	0.7421	74.21%
Thyroid receptor binding	-	0.5735	57.35%
Glucocorticoid receptor binding	+	0.5932	59.32%
Aromatase binding	+	0.6649	66.49%
PPAR gamma	+	0.7092	70.92%
Honey bee toxicity	-	0.5684	56.84%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9570	95.70%

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	98.58%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.10%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.73%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.04%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.72%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	92.34%	98.10%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.01%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.79%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.57%	92.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.27%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	88.77%	97.79%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.57%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.76%	97.14%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.71%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.41%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.86%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.37%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.53%	94.45%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	85.34%	92.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.71%	93.04%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.57%	96.21%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.28%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.43%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.70%	85.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.83%	95.50%
CHEMBL259	P32245	Melanocortin receptor 4	80.77%	95.38%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 13992214
• LOTUS: LTS0020085
• wikiData: Q105274226