(5R,8R,9S,10R,13R,14R,17S)-17-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

Details

• Internal ID: ba3bed21-9aba-4282-b5a7-7fbd62159dfa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (5R,8R,9S,10R,13R,14R,17S)-17-[(2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-1,2,5,6,7,9,11,12,13,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1=O)C)CCC4C3(CCC4C5(CCC(O5)C(C)(C)O)C)C)C)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]([C@H]1CC[C@@H]3[C@]2(CC[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)C)[C@]5(CC[C@H](O5)C(C)(C)O)C
• InChI: InChI=1S/C30H50O3/c1-25(2)21-12-17-29(7)22(27(21,5)15-13-23(25)31)10-9-19-20(11-16-28(19,29)6)30(8)18-14-24(33-30)26(3,4)32/h19-22,24,32H,9-18H2,1-8H3/t19-,20+,21+,22+,24+,27+,28-,29-,30-/m1/s1
• InChI Key: XSQYWMLMQVUWSF-UOAUUATESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₃
• Molecular Weight: 458.70 g/mol
• Exact Mass: 458.37599545 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.95
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	-	0.5645	56.45%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8091	80.91%
OATP2B1 inhibitior	-	0.5764	57.64%
OATP1B1 inhibitior	+	0.9000	90.00%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.6425	64.25%
P-glycoprotein inhibitior	-	0.5878	58.78%
P-glycoprotein substrate	-	0.8148	81.48%
CYP3A4 substrate	+	0.6921	69.21%
CYP2C9 substrate	-	0.8320	83.20%
CYP2D6 substrate	-	0.7914	79.14%
CYP3A4 inhibition	-	0.6567	65.67%
CYP2C9 inhibition	-	0.7287	72.87%
CYP2C19 inhibition	-	0.6675	66.75%
CYP2D6 inhibition	-	0.9593	95.93%
CYP1A2 inhibition	-	0.7855	78.55%
CYP2C8 inhibition	-	0.5818	58.18%
CYP inhibitory promiscuity	-	0.8890	88.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5905	59.05%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9225	92.25%
Skin irritation	-	0.5700	57.00%
Skin corrosion	-	0.8905	89.05%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3733	37.33%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.7643	76.43%
skin sensitisation	-	0.7741	77.41%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7900	79.00%
Acute Oral Toxicity (c)	III	0.5664	56.64%
Estrogen receptor binding	+	0.7672	76.72%
Androgen receptor binding	+	0.7373	73.73%
Thyroid receptor binding	+	0.6333	63.33%
Glucocorticoid receptor binding	+	0.8100	81.00%
Aromatase binding	+	0.6983	69.83%
PPAR gamma	+	0.5321	53.21%
Honey bee toxicity	-	0.8053	80.53%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9672	96.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.19%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.12%	93.04%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.45%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.90%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.58%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.45%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.37%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.68%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.17%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.49%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.22%	92.62%
CHEMBL2581	P07339	Cathepsin D	81.90%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.63%	92.94%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.84%	85.30%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.84%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.79%	97.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.72%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.47%	96.61%
CHEMBL1871	P10275	Androgen Receptor	80.39%	96.43%

Plants that contains it

• Amphipterygium adstringens
• Baccharis sarothroides
• Capparis flavicans
• Cymbopogon jwarancusa subsp. olivieri
• Ipomoea hederacea
• Isodon flexicaulis
• Malus sieboldii
• Micranthes stellaris
• Oxytropis pseudoglandulosa
• Pedicularis plicata
• Sonchus gummifer
• Stephania longa
• Vaccaria hispanica
• Xyris capensis var. capensis

Cross-Links

• PubChem: 40884713
• NPASS: NPC55668
• LOTUS: LTS0249395
• wikiData: Q105341188