(6bR,10S,12aR,14bS)-10-[(2R,3S,4R,5R,6S)-4-[(2R,3R,4S,5R)-5-(1,2-dihydroxyethyl)-4-hydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxolan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Details

• Internal ID: 14b630eb-ec0d-465f-adbf-6bac171a1fe2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (6bR,10S,12aR,14bS)-10-[(2R,3S,4R,5R,6S)-4-[(2R,3R,4S,5R)-5-(1,2-dihydroxyethyl)-4-hydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxolan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(CCC6(C5CC(CC6)(C)C)C(=O)O)C)C)C)O)OC7C(C(C(O7)C(CO)O)O)OC8C(C(C(CO8)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)O[C@H]2CC[C@]3(C(C2(C)C)CC[C@@]4(C3CC=C5C4(CCC6([C@H]5CC(CC6)(C)C)C(=O)O)C)C)C)O)O[C@@H]7[C@@H]([C@H]([C@H](O7)C(CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O
• InChI: InChI=1S/C47H76O16/c1-22-30(51)36(62-40-37(33(54)35(61-40)25(49)20-48)63-38-32(53)31(52)26(50)21-58-38)34(55)39(59-22)60-29-12-13-44(6)27(43(29,4)5)11-14-46(8)28(44)10-9-23-24-19-42(2,3)15-17-47(24,41(56)57)18-16-45(23,46)7/h9,22,24-40,48-55H,10-21H2,1-8H3,(H,56,57)/t22-,24-,25?,26+,27?,28?,29-,30+,31-,32+,33-,34-,35+,36+,37+,38-,39-,40+,44-,45?,46+,47?/m0/s1
• InChI Key: OOILDDLOYMBZCS-KBBPZTQESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₆
• Molecular Weight: 897.10 g/mol
• Exact Mass: 896.51333633 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 9

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	-	0.8861	88.61%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8538	85.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7114	71.14%
OATP1B3 inhibitior	-	0.2138	21.38%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7182	71.82%
P-glycoprotein inhibitior	+	0.7479	74.79%
P-glycoprotein substrate	-	0.5108	51.08%
CYP3A4 substrate	+	0.7318	73.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
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	+	0.7032	70.32%
CYP inhibitory promiscuity	-	0.9357	93.57%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5124	51.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9082	90.82%
Skin irritation	-	0.5174	51.74%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7014	70.14%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8821	88.21%
skin sensitisation	-	0.9021	90.21%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9220	92.20%
Acute Oral Toxicity (c)	III	0.6216	62.16%
Estrogen receptor binding	+	0.7804	78.04%
Androgen receptor binding	+	0.7190	71.90%
Thyroid receptor binding	-	0.5824	58.24%
Glucocorticoid receptor binding	+	0.6816	68.16%
Aromatase binding	+	0.6657	66.57%
PPAR gamma	+	0.7708	77.08%
Honey bee toxicity	-	0.7107	71.07%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
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
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.60%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.06%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.32%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.23%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.00%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.94%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.57%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.09%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.44%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.05%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.10%	99.17%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.88%	92.78%
CHEMBL340	P08684	Cytochrome P450 3A4	83.05%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.95%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.90%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.11%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.80%	100.00%
CHEMBL5028	O14672	ADAM10	80.01%	97.50%

Plants that contains it

• Patrinia scabiosifolia

Cross-Links

• PubChem: 6325783
• NPASS: NPC253702