[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8R,8aR,9S,10R,11R,12aR,14bS)-8,10,11-trihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 759c3a24-a8d8-4779-a744-7354f2751880
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8R,8aR,9S,10R,11R,12aR,14bS)-8,10,11-trihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CC(C5C4(CC(C(C5(C)CO)O)O)C)O)C)C2C1)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@]3(CCC(C[C@H]3C1=CC[C@H]4[C@]2(C[C@H]([C@@H]5[C@@]4(C[C@H]([C@@H]([C@]5(C)CO)O)O)C)O)C)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C36H58O11/c1-31(2)9-11-36(30(45)47-29-26(43)25(42)24(41)22(16-37)46-29)12-10-34(5)18(19(36)13-31)7-8-23-32(3)14-21(40)28(44)33(4,17-38)27(32)20(39)15-35(23,34)6/h7,19-29,37-44H,8-17H2,1-6H3/t19-,20+,21+,22+,23+,24+,25-,26+,27+,28-,29-,32+,33+,34+,35+,36-/m0/s1
• InChI Key: DZVIFFMYEULLBY-CABPEOBRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₁₁
• Molecular Weight: 666.80 g/mol
• Exact Mass: 666.39791266 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8280	82.80%
Caco-2	-	0.8429	84.29%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8569	85.69%
OATP2B1 inhibitior	-	0.5827	58.27%
OATP1B1 inhibitior	+	0.8443	84.43%
OATP1B3 inhibitior	-	0.5000	50.00%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	-	0.5930	59.30%
P-glycoprotein inhibitior	+	0.6857	68.57%
P-glycoprotein substrate	-	0.7519	75.19%
CYP3A4 substrate	+	0.6855	68.55%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.8968	89.68%
CYP2C9 inhibition	-	0.8549	85.49%
CYP2C19 inhibition	-	0.8686	86.86%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.8265	82.65%
CYP2C8 inhibition	+	0.5235	52.35%
CYP inhibitory promiscuity	-	0.9540	95.40%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6921	69.21%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9162	91.62%
Skin irritation	-	0.6263	62.63%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7113	71.13%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.8865	88.65%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6025	60.25%
Acute Oral Toxicity (c)	III	0.8000	80.00%
Estrogen receptor binding	+	0.6438	64.38%
Androgen receptor binding	+	0.7379	73.79%
Thyroid receptor binding	-	0.5322	53.22%
Glucocorticoid receptor binding	+	0.6612	66.12%
Aromatase binding	+	0.6205	62.05%
PPAR gamma	+	0.6404	64.04%
Honey bee toxicity	-	0.7606	76.06%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7150	71.50%
Fish aquatic toxicity	+	0.9499	94.99%

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	98.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.30%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.57%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.52%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.93%	96.77%
CHEMBL2581	P07339	Cathepsin D	88.11%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.05%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.21%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.81%	86.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.03%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.25%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	82.28%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.47%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.10%	96.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.34%	96.21%

Plants that contains it

• Combretum quadrangulare
• Harpagophytum procumbens
• Siphoneugena densiflora
• Terminalia chebula
• Terminalia macroptera

Cross-Links

• PubChem: 102005082
• NPASS: NPC129560
• LOTUS: LTS0197184
• wikiData: Q104399186