(2R)-2-[(1R,2S,3R,3aR,5aS,7aR,9R,10R,11aR,11bR,13aS,13bR)-1,2,10-trihydroxy-9-[(3S,4S,5S)-4-hydroxy-3-methoxycarbonyl-5-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3a,5a,8,8,11a,13a-hexamethyl-7-oxo-2,3,4,5,7a,9,10,11,11b,12,13,13b-dodecahydro-1H-cyclopenta[a]chrysen-3-yl]propanoic acid

Details

• Internal ID: 10851184-52c9-48b0-996a-13f1702514d7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R)-2-[(1R,2S,3R,3aR,5aS,7aR,9R,10R,11aR,11bR,13aS,13bR)-1,2,10-trihydroxy-9-[(3S,4S,5S)-4-hydroxy-3-methoxycarbonyl-5-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3a,5a,8,8,11a,13a-hexamethyl-7-oxo-2,3,4,5,7a,9,10,11,11b,12,13,13b-dodecahydro-1H-cyclopenta[a]chrysen-3-yl]propanoic acid
• SMILES (Canonical): CC(C1C(C(C2C1(CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5(C)C)OC6C(C(C(CO6)OC7C(C(C(C(O7)CO)O)O)O)O)C(=O)OC)O)C)C)C)C)O)O)C(=O)O
• SMILES (Isomeric): C[C@H]([C@H]1[C@@H]([C@@H]([C@@H]2[C@@]1(CC[C@]3([C@]2(CC[C@H]4C3=CC(=O)[C@@H]5[C@@]4(C[C@H]([C@@H](C5(C)C)OC6[C@H]([C@@H]([C@H](CO6)OC7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)C(=O)OC)O)C)C)C)C)O)O)C(=O)O
• InChI: InChI=1S/C43H66O17/c1-17(35(53)54)25-28(49)30(51)33-40(25,4)11-12-42(6)19-13-20(45)32-39(2,3)34(21(46)14-41(32,5)18(19)9-10-43(33,42)7)60-37-24(36(55)56-8)26(47)23(16-57-37)59-38-31(52)29(50)27(48)22(15-44)58-38/h13,17-18,21-34,37-38,44,46-52H,9-12,14-16H2,1-8H3,(H,53,54)/t17-,18+,21-,22-,23+,24-,25+,26-,27-,28+,29+,30+,31-,32+,33-,34+,37?,38?,40-,41-,42-,43+/m1/s1
• InChI Key: YCBYFANYXJUBOF-NASKFVPWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₆O₁₇
• Molecular Weight: 855.00 g/mol
• Exact Mass: 854.43000063 g/mol
• Topological Polar Surface Area (TPSA): 279.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): -0.10
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7962	79.62%
Caco-2	-	0.8790	87.90%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8408	84.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7655	76.55%
OATP1B3 inhibitior	+	0.8279	82.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5189	51.89%
P-glycoprotein inhibitior	+	0.7457	74.57%
P-glycoprotein substrate	+	0.6902	69.02%
CYP3A4 substrate	+	0.7372	73.72%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.8864	88.64%
CYP2C9 inhibition	-	0.8565	85.65%
CYP2C19 inhibition	-	0.9138	91.38%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.9176	91.76%
CYP2C8 inhibition	+	0.7033	70.33%
CYP inhibitory promiscuity	-	0.9664	96.64%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5705	57.05%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9063	90.63%
Skin irritation	-	0.5709	57.09%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7268	72.68%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6967	69.67%
skin sensitisation	-	0.9054	90.54%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5056	50.56%
Acute Oral Toxicity (c)	III	0.6072	60.72%
Estrogen receptor binding	+	0.8064	80.64%
Androgen receptor binding	+	0.7530	75.30%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7753	77.53%
Aromatase binding	+	0.6108	61.08%
PPAR gamma	+	0.7980	79.80%
Honey bee toxicity	-	0.6705	67.05%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
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	99.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.91%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.84%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	96.84%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	95.19%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.93%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.55%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.22%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.86%	93.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.16%	96.61%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.76%	97.36%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.72%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.56%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.43%	96.38%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	86.24%	94.78%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.96%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	85.47%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.22%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.77%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.64%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.58%	96.90%
CHEMBL5028	O14672	ADAM10	83.29%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.25%	91.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.12%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.62%	92.88%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.30%	99.23%

Plants that contains it

• Spergula fallax

Cross-Links

• PubChem: 162913994
• LOTUS: LTS0241621
• wikiData: Q105346185