[3-[4-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-[3,5-dihydroxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] 8,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 0c4089bc-ae7f-4540-9482-e478e4d724c2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [3-[4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-[3,5-dihydroxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] 8,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(COC(C2O)OC3C(OC(C(C3OC4C(C(CO4)(CO)O)O)O)OC5C(C(COC5OC(=O)C67CCC(CC6C8=CCC9C1(CC(C(C(C1C(CC9(C8(CC7)C)C)O)(C)CO)OC1C(C(C(C(O1)CO)O)O)O)O)C)(C)C)O)O)C)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(COC(C2O)OC3C(OC(C(C3OC4C(C(CO4)(CO)O)O)O)OC5C(C(COC5OC(=O)C67CCC(CC6C8=CCC9C1(CC(C(C(C1C(CC9(C8(CC7)C)C)O)(C)CO)OC1C(C(C(C(O1)CO)O)O)O)O)C)(C)C)O)O)C)O)O)O)O
• InChI: InChI=1S/C63H102O31/c1-24-34(71)37(74)39(76)51(86-24)90-44-31(70)20-83-50(41(44)78)89-43-25(2)87-53(42(79)45(43)91-55-48(80)63(82,22-66)23-85-55)92-46-35(72)30(69)19-84-54(46)94-56(81)62-13-11-57(3,4)15-27(62)26-9-10-33-58(5)16-29(68)49(93-52-40(77)38(75)36(73)32(18-64)88-52)59(6,21-65)47(58)28(67)17-61(33,8)60(26,7)12-14-62/h9,24-25,27-55,64-80,82H,10-23H2,1-8H3
• InChI Key: CSVOJBHLRRLOJX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₁₀₂O₃₁
• Molecular Weight: 1355.50 g/mol
• Exact Mass: 1354.6405065 g/mol
• Topological Polar Surface Area (TPSA): 492.00 Ų
• XlogP: -4.30
• Atomic LogP (AlogP): -5.50
• H-Bond Acceptor: 31
• H-Bond Donor: 18
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8593	85.93%
Caco-2	-	0.8703	87.03%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8538	85.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8170	81.70%
OATP1B3 inhibitior	-	0.2138	21.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9592	95.92%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	+	0.6763	67.63%
CYP3A4 substrate	+	0.7384	73.84%
CYP2C9 substrate	-	0.7973	79.73%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.9081	90.81%
CYP2C9 inhibition	-	0.8652	86.52%
CYP2C19 inhibition	-	0.9198	91.98%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.9086	90.86%
CYP2C8 inhibition	+	0.7729	77.29%
CYP inhibitory promiscuity	-	0.9357	93.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5124	51.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8978	89.78%
Skin irritation	-	0.5174	51.74%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7891	78.91%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9021	90.21%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7376	73.76%
Acute Oral Toxicity (c)	III	0.6216	62.16%
Estrogen receptor binding	+	0.7705	77.05%
Androgen receptor binding	+	0.7555	75.55%
Thyroid receptor binding	+	0.6639	66.39%
Glucocorticoid receptor binding	+	0.8078	80.78%
Aromatase binding	+	0.6705	67.05%
PPAR gamma	+	0.8270	82.70%
Honey bee toxicity	-	0.6388	63.88%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	+	0.9565	95.65%

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	99.24%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	97.47%	97.36%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.98%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.56%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.52%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.61%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.13%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.04%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.61%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.48%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	90.72%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.79%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.53%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.86%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	86.28%	92.98%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.84%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.25%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.45%	96.61%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.10%	94.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.21%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.93%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.71%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.50%	91.07%

Plants that contains it

• Madhuca longifolia

Cross-Links

• PubChem: 75061292
• LOTUS: LTS0145839
• wikiData: Q104969605