(1S,2R,4aS,6aR,6aR,6bR,8aR,10S,12aR,14bR)-10-hydroxy-1,2,6b,9,9,12a-hexamethyl-4a-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-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: 0d13a213-79a4-4ac6-89cb-91793f24b72a
• 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,5R,6R)-3,4,5-trihydroxy-6-methyloxan-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)C)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)C)O)O)O
• InChI: InChI=1S/C36H56O9/c1-18-10-15-35(31(43)45-29-28(40)27(39)26(38)20(3)44-29)16-17-36(30(41)42)21(25(35)19(18)2)8-9-23-33(6)13-12-24(37)32(4,5)22(33)11-14-34(23,36)7/h8,18-20,22-29,37-40H,9-17H2,1-7H3,(H,41,42)/t18-,19+,20-,22+,23-,24+,25-,26+,27+,28-,29+,33+,34-,35+,36-/m1/s1
• InChI Key: ZKJAWOLVHVCFGF-MIKDSEELSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₆O₉
• Molecular Weight: 632.80 g/mol
• Exact Mass: 632.39243336 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.44
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9091	90.91%
Caco-2	-	0.8124	81.24%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8089	80.89%
OATP2B1 inhibitior	-	0.7194	71.94%
OATP1B1 inhibitior	+	0.8747	87.47%
OATP1B3 inhibitior	-	0.2300	23.00%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5071	50.71%
BSEP inhibitior	+	0.6113	61.13%
P-glycoprotein inhibitior	+	0.6821	68.21%
P-glycoprotein substrate	-	0.7178	71.78%
CYP3A4 substrate	+	0.6999	69.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8687	86.87%
CYP3A4 inhibition	-	0.6587	65.87%
CYP2C9 inhibition	-	0.8579	85.79%
CYP2C19 inhibition	-	0.8754	87.54%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	-	0.8345	83.45%
CYP2C8 inhibition	+	0.6517	65.17%
CYP inhibitory promiscuity	-	0.9685	96.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6704	67.04%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9243	92.43%
Skin irritation	+	0.5075	50.75%
Skin corrosion	-	0.9255	92.55%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8054	80.54%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8578	85.78%
Acute Oral Toxicity (c)	IV	0.4349	43.49%
Estrogen receptor binding	+	0.6538	65.38%
Androgen receptor binding	+	0.7249	72.49%
Thyroid receptor binding	-	0.5895	58.95%
Glucocorticoid receptor binding	+	0.7336	73.36%
Aromatase binding	+	0.6681	66.81%
PPAR gamma	+	0.6524	65.24%
Honey bee toxicity	-	0.7621	76.21%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5195	51.95%
Fish aquatic toxicity	+	0.9859	98.59%

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	97.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.76%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.89%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.42%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.36%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	86.06%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.04%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.59%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.70%	100.00%
CHEMBL5028	O14672	ADAM10	82.50%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.06%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.80%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.70%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.83%	96.77%

Plants that contains it

• Guettarda platypoda

Cross-Links

• PubChem: 162884689
• LOTUS: LTS0235323
• wikiData: Q105378507