2-Hydroxy-4,5,9,9,13,20,20-heptamethyl-10-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-22-oxahexacyclo[19.2.1.01,18.04,17.05,14.08,13]tetracos-16-en-23-one

Details

• Internal ID: e5805e29-b408-41bd-8fef-deafb3f6fc02
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 2-hydroxy-4,5,9,9,13,20,20-heptamethyl-10-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-22-oxahexacyclo[19.2.1.01,18.04,17.05,14.08,13]tetracos-16-en-23-one
• SMILES (Canonical): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C26CC1OC6=O)O)C)C)(C)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)C)C
• SMILES (Isomeric): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C26CC1OC6=O)O)C)C)(C)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)C)C
• InChI: InChI=1S/C42H66O14/c1-37(2)14-20-19-8-9-24-39(5)12-11-26(38(3,4)23(39)10-13-40(24,6)41(19,7)15-25(44)42(20)16-27(37)56-36(42)51)55-35-33(50)31(48)29(46)22(54-35)18-52-34-32(49)30(47)28(45)21(17-43)53-34/h8,20-35,43-50H,9-18H2,1-7H3
• InChI Key: OYDSBNDKWCNJAU-UHFFFAOYSA-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): 225.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8586	85.86%
Caco-2	-	0.8894	88.94%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8215	82.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7982	79.82%
OATP1B3 inhibitior	+	0.8221	82.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.5604	56.04%
P-glycoprotein inhibitior	+	0.7561	75.61%
P-glycoprotein substrate	-	0.6797	67.97%
CYP3A4 substrate	+	0.7223	72.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8573	85.73%
CYP3A4 inhibition	-	0.9171	91.71%
CYP2C9 inhibition	-	0.7991	79.91%
CYP2C19 inhibition	-	0.8858	88.58%
CYP2D6 inhibition	-	0.9311	93.11%
CYP1A2 inhibition	-	0.8866	88.66%
CYP2C8 inhibition	+	0.6308	63.08%
CYP inhibitory promiscuity	-	0.9387	93.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5456	54.56%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9121	91.21%
Skin irritation	-	0.5495	54.95%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7032	70.32%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7467	74.67%
skin sensitisation	-	0.8941	89.41%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.4582	45.82%
Acute Oral Toxicity (c)	III	0.6073	60.73%
Estrogen receptor binding	+	0.7372	73.72%
Androgen receptor binding	+	0.7378	73.78%
Thyroid receptor binding	-	0.6311	63.11%
Glucocorticoid receptor binding	+	0.6575	65.75%
Aromatase binding	+	0.6683	66.83%
PPAR gamma	+	0.7511	75.11%
Honey bee toxicity	-	0.6994	69.94%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.9614	96.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.35%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.12%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.98%	97.09%
CHEMBL1871	P10275	Androgen Receptor	90.71%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.57%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.32%	96.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.40%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.91%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.49%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.03%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	86.97%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.07%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	85.93%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.06%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.93%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.37%	97.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.82%	97.36%

Plants that contains it

• Acacia auriculiformis

Cross-Links

• PubChem: 162867815
• LOTUS: LTS0002566
• wikiData: Q105203137