(5aR,8R)-9-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid

Details

• Internal ID: a8fe1715-7cad-4f85-b28b-ddd7c3041cca
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (5aR,8R)-9-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C4CCC5C6C(CCC6(CCC5(C4(CCC3C2(C)CO)C)C)C(=O)O)C(=C)C)C)OC7C(C(C(CO7)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2CCC3(C([C@]2(C)CO)CCC4(C3CCC5[C@]4(CCC6(C5C(CC6)C(=C)C)C(=O)O)C)C)C)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)O
• InChI: InChI=1S/C41H66O12/c1-20(2)22-10-15-41(36(48)49)17-16-39(6)23(28(22)41)8-9-26-37(4)13-12-27(38(5,19-42)25(37)11-14-40(26,39)7)52-35-33(31(46)29(44)21(3)51-35)53-34-32(47)30(45)24(43)18-50-34/h21-35,42-47H,1,8-19H2,2-7H3,(H,48,49)/t21-,22?,23?,24+,25?,26?,27?,28?,29-,30-,31+,32+,33+,34-,35-,37?,38-,39+,40?,41?/m0/s1
• InChI Key: PANKSERROZKUHJ-ZBTPZSODSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₆O₁₂
• Molecular Weight: 751.00 g/mol
• Exact Mass: 750.45542754 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6980	69.80%
Caco-2	-	0.8750	87.50%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7315	73.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8689	86.89%
OATP1B3 inhibitior	+	0.8452	84.52%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7276	72.76%
BSEP inhibitior	-	0.5080	50.80%
P-glycoprotein inhibitior	+	0.7441	74.41%
P-glycoprotein substrate	+	0.5511	55.11%
CYP3A4 substrate	+	0.7346	73.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9279	92.79%
CYP2C9 inhibition	-	0.9079	90.79%
CYP2C19 inhibition	-	0.9070	90.70%
CYP2D6 inhibition	-	0.9472	94.72%
CYP1A2 inhibition	-	0.9055	90.55%
CYP2C8 inhibition	+	0.7040	70.40%
CYP inhibitory promiscuity	-	0.9594	95.94%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6772	67.72%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9119	91.19%
Skin irritation	+	0.5344	53.44%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7443	74.43%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9117	91.17%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8037	80.37%
Acute Oral Toxicity (c)	I	0.5670	56.70%
Estrogen receptor binding	+	0.7083	70.83%
Androgen receptor binding	+	0.7463	74.63%
Thyroid receptor binding	-	0.6284	62.84%
Glucocorticoid receptor binding	+	0.5968	59.68%
Aromatase binding	+	0.6679	66.79%
PPAR gamma	+	0.7085	70.85%
Honey bee toxicity	-	0.6573	65.73%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9592	95.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.65%	97.36%
CHEMBL233	P35372	Mu opioid receptor	93.56%	97.93%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.65%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.30%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.63%	91.11%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	90.24%	91.83%
CHEMBL204	P00734	Thrombin	89.41%	96.01%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.44%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.09%	89.00%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	87.87%	85.83%
CHEMBL340	P08684	Cytochrome P450 3A4	87.26%	91.19%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.05%	91.24%
CHEMBL2581	P07339	Cathepsin D	86.22%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.01%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.10%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.94%	95.89%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	84.21%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.37%	95.89%
CHEMBL5028	O14672	ADAM10	83.03%	97.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.98%	97.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.51%	100.00%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	82.33%	87.16%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.23%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.06%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.70%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.56%	91.07%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.38%	92.78%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.29%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.27%	90.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.19%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.17%	99.17%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.91%	97.31%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.51%	97.86%

Plants that contains it

• Pulsatilla chinensis

Cross-Links

• PubChem: 6325443
• NPASS: NPC129786