(4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxolan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Details

• Internal ID: d1da9e8a-4f77-4daf-8192-d8b7daad1ac7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxolan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)C)C)C2C1)C)C(=O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)CO)O[C@@H]6[C@@H]([C@H]([C@@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O
• InChI: InChI=1S/C41H66O13/c1-36(2)13-15-41(35(49)50)16-14-39(5)21(22(41)17-36)7-8-26-37(3)11-10-27(38(4,20-43)25(37)9-12-40(26,39)6)54-34-31(47)29(45)24(53-34)19-51-33-32(48)30(46)28(44)23(18-42)52-33/h7,22-34,42-48H,8-20H2,1-6H3,(H,49,50)/t22-,23+,24-,25+,26+,27-,28+,29-,30-,31+,32+,33+,34+,37-,38-,39+,40+,41-/m0/s1
• InChI Key: YNMWBVNUVVDDPQ-OJIOAXDUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₆O₁₃
• Molecular Weight: 767.00 g/mol
• Exact Mass: 766.45034216 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8293	82.93%
Caco-2	-	0.8815	88.15%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	0.8713	87.13%
OATP1B1 inhibitior	+	0.8315	83.15%
OATP1B3 inhibitior	-	0.2836	28.36%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7897	78.97%
P-glycoprotein inhibitior	+	0.7417	74.17%
P-glycoprotein substrate	-	0.7872	78.72%
CYP3A4 substrate	+	0.7063	70.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9399	93.99%
CYP2C9 inhibition	-	0.8597	85.97%
CYP2C19 inhibition	-	0.9059	90.59%
CYP2D6 inhibition	-	0.9303	93.03%
CYP1A2 inhibition	-	0.8847	88.47%
CYP2C8 inhibition	+	0.6412	64.12%
CYP inhibitory promiscuity	-	0.8928	89.28%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5325	53.25%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9149	91.49%
Skin irritation	-	0.5738	57.38%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.8770	87.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7153	71.53%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9038	90.38%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5573	55.73%
Acute Oral Toxicity (c)	III	0.7230	72.30%
Estrogen receptor binding	+	0.7443	74.43%
Androgen receptor binding	+	0.7269	72.69%
Thyroid receptor binding	-	0.6340	63.40%
Glucocorticoid receptor binding	+	0.6089	60.89%
Aromatase binding	+	0.6700	67.00%
PPAR gamma	+	0.7131	71.31%
Honey bee toxicity	-	0.7866	78.66%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.9709	97.09%

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	95.48%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.99%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.99%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.00%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.58%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.35%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.30%	97.36%
CHEMBL5255	O00206	Toll-like receptor 4	85.63%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.25%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.15%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.68%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.29%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.18%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.77%	90.17%
CHEMBL5028	O14672	ADAM10	81.16%	97.50%

Plants that contains it

• Hedera helix

Cross-Links

• PubChem: 163040370
• LOTUS: LTS0236190
• wikiData: Q105351015