[3-[5-[3,4-Dihydroxy-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxolan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] 5,11-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: 0453f149-aef2-4c9d-af70-0c1552974f4c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [3-[5-[3,4-dihydroxy-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxolan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] 5,11-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)OCC2(COC(C2O)OC3C(OC(C(C3O)O)OC4C(C(COC4OC(=O)C56CCC(CC5C7=CCC8C(C7(CC6O)C)(CCC9C8(CC(C(C9(C)CO)OC1C(C(C(C(O1)CO)O)O)O)O)C)C)(C)C)O)O)C)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2(COC(C2O)OC3C(OC(C(C3O)O)OC4C(C(COC4OC(=O)C56CCC(CC5C7=CCC8C(C7(CC6O)C)(CCC9C8(CC(C(C9(C)CO)OC1C(C(C(C(O1)CO)O)O)O)O)C)C)(C)C)O)O)C)O)O)O)O
• InChI: InChI=1S/C58H94O27/c1-23-33(64)36(67)39(70)46(79-23)77-21-57(75)22-78-50(44(57)73)82-42-24(2)80-47(41(72)38(42)69)83-43-34(65)28(62)19-76-49(43)85-51(74)58-14-13-52(3,4)15-26(58)25-9-10-31-53(5)16-27(61)45(84-48-40(71)37(68)35(66)29(18-59)81-48)54(6,20-60)30(53)11-12-55(31,7)56(25,8)17-32(58)63/h9,23-24,26-50,59-73,75H,10-22H2,1-8H3
• InChI Key: NSIMUJYDRJYVGP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₄O₂₇
• Molecular Weight: 1223.30 g/mol
• Exact Mass: 1222.59824772 g/mol
• Topological Polar Surface Area (TPSA): 433.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -3.96
• H-Bond Acceptor: 27
• H-Bond Donor: 16
• Rotatable Bonds: 13

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	-	0.8726	87.26%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8538	85.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7533	75.33%
OATP1B3 inhibitior	-	0.2138	21.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9517	95.17%
P-glycoprotein inhibitior	+	0.7446	74.46%
P-glycoprotein substrate	+	0.6946	69.46%
CYP3A4 substrate	+	0.7444	74.44%
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	+	0.7945	79.45%
CYP inhibitory promiscuity	-	0.9357	93.57%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5124	51.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8985	89.85%
Skin irritation	-	0.5174	51.74%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7626	76.26%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9021	90.21%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6769	67.69%
Acute Oral Toxicity (c)	III	0.6216	62.16%
Estrogen receptor binding	+	0.7843	78.43%
Androgen receptor binding	+	0.7558	75.58%
Thyroid receptor binding	+	0.6590	65.90%
Glucocorticoid receptor binding	+	0.7868	78.68%
Aromatase binding	+	0.6644	66.44%
PPAR gamma	+	0.8295	82.95%
Honey bee toxicity	-	0.6606	66.06%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5250	52.50%
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	98.91%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	98.83%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.15%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.10%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.96%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.80%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.30%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.75%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.46%	94.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	88.25%	87.67%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.36%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.72%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.72%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.57%	94.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.49%	91.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.33%	96.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.19%	94.33%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	86.06%	91.65%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.86%	86.92%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.86%	81.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.85%	91.07%
CHEMBL5028	O14672	ADAM10	84.43%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.21%	95.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.39%	95.17%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.21%	92.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.33%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.57%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.44%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.33%	91.19%

Plants that contains it

• Duranta erecta

Cross-Links

• PubChem: 85203706
• LOTUS: LTS0261790
• wikiData: Q105185069