[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] (4R,4aR,5R,6aR,6aS,6bR,8R,8aR,9R,10R,11S,12aR,14bR)-5,8,11-trihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4-carboxylate

Details

• Internal ID: 36964f00-ddeb-478e-af5f-576380221e87
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] (4R,4aR,5R,6aR,6aS,6bR,8R,8aR,9R,10R,11S,12aR,14bR)-5,8,11-trihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C3CC(CC4C3C(CC5(C4=CCC6C5(CC(C7C6(CC(C(C7(C)CO)OC8C(C(C(C(O8)CO)O)O)O)O)C)O)C)C)O)(C)C)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2OC(=O)[C@@H]3CC(C[C@@H]4[C@H]3[C@@H](C[C@@]5(C4=CC[C@H]6[C@]5(C[C@H]([C@@H]7[C@@]6(C[C@@H]([C@@H]([C@@]7(C)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)O)C)C)O)(C)C)O)O)O)O)O
• InChI: InChI=1S/C47H76O20/c1-18-29(54)32(57)34(59)40(63-18)65-36-30(55)25(53)16-62-42(36)67-39(61)20-11-43(2,3)10-19-21-8-9-27-44(4)12-24(52)38(66-41-35(60)33(58)31(56)26(15-48)64-41)45(5,17-49)37(44)23(51)14-47(27,7)46(21,6)13-22(50)28(19)20/h8,18-20,22-38,40-42,48-60H,9-17H2,1-7H3/t18-,19-,20+,22+,23+,24-,25-,26+,27+,28+,29-,30-,31+,32+,33-,34+,35+,36+,37+,38-,40-,41-,42-,44+,45-,46+,47+/m0/s1
• InChI Key: YZSHNISTCVUURM-SDMNTLTGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₂₀
• Molecular Weight: 961.10 g/mol
• Exact Mass: 960.49299481 g/mol
• Topological Polar Surface Area (TPSA): 335.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.45
• H-Bond Acceptor: 20
• H-Bond Donor: 13
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8141	81.41%
Caco-2	-	0.8908	89.08%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8084	80.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8118	81.18%
OATP1B3 inhibitior	-	0.3556	35.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8755	87.55%
P-glycoprotein inhibitior	+	0.7477	74.77%
P-glycoprotein substrate	+	0.6147	61.47%
CYP3A4 substrate	+	0.7211	72.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.9322	93.22%
CYP2C9 inhibition	-	0.8970	89.70%
CYP2C19 inhibition	-	0.9028	90.28%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.8916	89.16%
CYP2C8 inhibition	+	0.7013	70.13%
CYP inhibitory promiscuity	-	0.9600	96.00%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6356	63.56%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9056	90.56%
Skin irritation	-	0.6683	66.83%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6647	66.47%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7552	75.52%
skin sensitisation	-	0.8695	86.95%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7758	77.58%
Acute Oral Toxicity (c)	III	0.7393	73.93%
Estrogen receptor binding	+	0.8207	82.07%
Androgen receptor binding	+	0.7299	72.99%
Thyroid receptor binding	-	0.5125	51.25%
Glucocorticoid receptor binding	+	0.7403	74.03%
Aromatase binding	+	0.6410	64.10%
PPAR gamma	+	0.8010	80.10%
Honey bee toxicity	-	0.6548	65.48%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.9590	95.90%

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	99.15%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.46%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.18%	97.36%
CHEMBL2581	P07339	Cathepsin D	92.00%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.95%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.69%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.63%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	88.80%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.63%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.76%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.58%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.27%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.95%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.86%	100.00%
CHEMBL4208	P20618	Proteasome component C5	82.07%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.89%	94.45%

Plants that contains it

• Mimusops elengi

Cross-Links

• PubChem: 162969849
• LOTUS: LTS0210444
• wikiData: Q105369439