(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-4,4,6a,6b,14b-pentamethyl-11-methylidene-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 0352ecea-9ac5-4b3d-bf65-cc628709b709
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glucuronides > O-glucuronides
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-4,4,6a,6b,14b-pentamethyl-11-methylidene-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)C(=O)O)O)OC5C(C(C(CO5)O)O)O)O)C)CC=C6C3(CCC7(C6CC(=C)CC7)C(=O)O)C)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(=C)CC5)C(=O)O)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O
• InChI: InChI=1S/C40H60O13/c1-19-9-14-40(35(48)49)16-15-38(5)20(21(40)17-19)7-8-24-37(4)12-11-25(36(2,3)23(37)10-13-39(24,38)6)51-34-29(45)30(28(44)31(53-34)32(46)47)52-33-27(43)26(42)22(41)18-50-33/h7,21-31,33-34,41-45H,1,8-18H2,2-6H3,(H,46,47)(H,48,49)/t21-,22+,23-,24+,25-,26-,27+,28-,29+,30-,31-,33-,34+,37-,38+,39+,40-/m0/s1
• InChI Key: JNXHXAHVUZXQNY-YXZITQSGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₀O₁₃
• Molecular Weight: 748.90 g/mol
• Exact Mass: 748.40339196 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8636	86.36%
Caco-2	-	0.8794	87.94%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8601	86.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7372	73.72%
OATP1B3 inhibitior	-	0.2457	24.57%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5776	57.76%
BSEP inhibitior	+	0.5843	58.43%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	-	0.6131	61.31%
CYP3A4 substrate	+	0.7215	72.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.7756	77.56%
CYP2C9 inhibition	-	0.8256	82.56%
CYP2C19 inhibition	-	0.9037	90.37%
CYP2D6 inhibition	-	0.9415	94.15%
CYP1A2 inhibition	-	0.8673	86.73%
CYP2C8 inhibition	+	0.7506	75.06%
CYP inhibitory promiscuity	-	0.9761	97.61%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9132	91.32%
Skin irritation	-	0.5110	51.10%
Skin corrosion	-	0.9341	93.41%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4174	41.74%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8572	85.72%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8308	83.08%
Acute Oral Toxicity (c)	III	0.6478	64.78%
Estrogen receptor binding	+	0.7421	74.21%
Androgen receptor binding	+	0.7287	72.87%
Thyroid receptor binding	-	0.6510	65.10%
Glucocorticoid receptor binding	+	0.6555	65.55%
Aromatase binding	+	0.6586	65.86%
PPAR gamma	+	0.7128	71.28%
Honey bee toxicity	-	0.7134	71.34%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9901	99.01%

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	97.18%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.62%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.08%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.95%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.64%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.21%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.54%	95.89%
CHEMBL5028	O14672	ADAM10	85.80%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.19%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	84.80%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.36%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.55%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.19%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.04%	94.33%

Plants that contains it

• Anredera baselloides

Cross-Links

• PubChem: 162887965
• LOTUS: LTS0261627
• wikiData: Q105132169