(1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bR)-10-hydroxy-1,2,6b,9,9,12a-hexamethyl-4a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-6a-carboxylic acid

Details

• Internal ID: 9bae608d-6a78-417b-8c9d-8a10fa948419
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bR)-10-hydroxy-1,2,6b,9,9,12a-hexamethyl-4a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-6a-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C(=O)O)C(=O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)[C@H]2[C@H]1C)C(=O)O)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C36H56O10/c1-18-9-14-35(31(44)46-29-28(41)27(40)26(39)21(17-37)45-29)15-16-36(30(42)43)20(25(35)19(18)2)7-8-23-33(5)12-11-24(38)32(3,4)22(33)10-13-34(23,36)6/h7,18-19,21-29,37-41H,8-17H2,1-6H3,(H,42,43)/t18-,19+,21-,22+,23-,24+,25-,26-,27+,28-,29+,33+,34-,35+,36-/m1/s1
• InChI Key: CLZXUPFAWZANJB-SZYBMWNVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₆O₁₀
• Molecular Weight: 648.80 g/mol
• Exact Mass: 648.38734798 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8588	85.88%
Caco-2	-	0.8347	83.47%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8773	87.73%
OATP2B1 inhibitior	-	0.7201	72.01%
OATP1B1 inhibitior	+	0.8429	84.29%
OATP1B3 inhibitior	-	0.3629	36.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5068	50.68%
BSEP inhibitior	+	0.7156	71.56%
P-glycoprotein inhibitior	+	0.6857	68.57%
P-glycoprotein substrate	-	0.7484	74.84%
CYP3A4 substrate	+	0.6997	69.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8692	86.92%
CYP3A4 inhibition	-	0.6752	67.52%
CYP2C9 inhibition	-	0.8118	81.18%
CYP2C19 inhibition	-	0.8976	89.76%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.8037	80.37%
CYP2C8 inhibition	+	0.6437	64.37%
CYP inhibitory promiscuity	-	0.9493	94.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7045	70.45%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9243	92.43%
Skin irritation	-	0.5374	53.74%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4148	41.48%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8728	87.28%
Acute Oral Toxicity (c)	III	0.7925	79.25%
Estrogen receptor binding	+	0.6635	66.35%
Androgen receptor binding	+	0.7315	73.15%
Thyroid receptor binding	-	0.5980	59.80%
Glucocorticoid receptor binding	+	0.7107	71.07%
Aromatase binding	+	0.6614	66.14%
PPAR gamma	+	0.6311	63.11%
Honey bee toxicity	-	0.7575	75.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6205	62.05%
Fish aquatic toxicity	+	0.9722	97.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.35%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.32%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.73%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.19%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.91%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.44%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.38%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.50%	97.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.69%	100.00%
CHEMBL5028	O14672	ADAM10	82.67%	97.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.14%	96.21%
CHEMBL221	P23219	Cyclooxygenase-1	81.93%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	81.88%	92.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.83%	93.00%

Plants that contains it

• Guettarda platypoda

Cross-Links

• PubChem: 162874845
• LOTUS: LTS0269215
• wikiData: Q104964194