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

Details

• Internal ID: def297a3-aa26-4b38-96d4-55046e47a0dd
• 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)-1,2,6b,9,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a,6a-dicarboxylic acid
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)COC7C(C(C(C(O7)C)O)O)O)O)O)O)C)C)C2C1C)C(=O)O)C(=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@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)C)O)O)O)O)O)O)C)C)[C@H]2[C@H]1C)C(=O)O)C(=O)O
• InChI: InChI=1S/C42H66O14/c1-19-10-15-41(36(49)50)16-17-42(37(51)52)22(27(41)20(19)2)8-9-25-39(6)13-12-26(38(4,5)24(39)11-14-40(25,42)7)56-35-33(48)31(46)29(44)23(55-35)18-53-34-32(47)30(45)28(43)21(3)54-34/h8,19-21,23-35,43-48H,9-18H2,1-7H3,(H,49,50)(H,51,52)/t19-,20+,21-,23-,24+,25-,26+,27-,28+,29-,30+,31+,32-,33-,34-,35+,39+,40-,41+,42-/m1/s1
• InChI Key: FACIOJUVGNTFAR-YMALPAFISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₆O₁₄
• Molecular Weight: 795.00 g/mol
• Exact Mass: 794.44525677 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8295	82.95%
Caco-2	-	0.8826	88.26%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8999	89.99%
OATP2B1 inhibitior	-	0.8768	87.68%
OATP1B1 inhibitior	+	0.8071	80.71%
OATP1B3 inhibitior	-	0.4156	41.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6224	62.24%
BSEP inhibitior	+	0.6324	63.24%
P-glycoprotein inhibitior	+	0.7524	75.24%
P-glycoprotein substrate	-	0.6436	64.36%
CYP3A4 substrate	+	0.7148	71.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.8957	89.57%
CYP2C9 inhibition	-	0.8370	83.70%
CYP2C19 inhibition	-	0.9189	91.89%
CYP2D6 inhibition	-	0.9471	94.71%
CYP1A2 inhibition	-	0.8547	85.47%
CYP2C8 inhibition	+	0.6951	69.51%
CYP inhibitory promiscuity	-	0.9347	93.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6378	63.78%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9130	91.30%
Skin irritation	-	0.5595	55.95%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.7754	77.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6494	64.94%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7668	76.68%
skin sensitisation	-	0.8906	89.06%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8553	85.53%
Acute Oral Toxicity (c)	III	0.6660	66.60%
Estrogen receptor binding	+	0.7586	75.86%
Androgen receptor binding	+	0.7275	72.75%
Thyroid receptor binding	-	0.6347	63.47%
Glucocorticoid receptor binding	+	0.6575	65.75%
Aromatase binding	+	0.6534	65.34%
PPAR gamma	+	0.7505	75.05%
Honey bee toxicity	-	0.7433	74.33%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5705	57.05%
Fish aquatic toxicity	+	0.9877	98.77%

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	97.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.90%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.74%	97.36%
CHEMBL221	P23219	Cyclooxygenase-1	93.42%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.37%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.05%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.15%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.31%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	83.30%	92.50%
CHEMBL5028	O14672	ADAM10	83.10%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.61%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.06%	95.89%

Plants that contains it

• Guettarda platypoda

Cross-Links

• PubChem: 163083467
• LOTUS: LTS0104770
• wikiData: Q104992160