[(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (1R,2R,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bR)-1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: c46a338c-9467-4e94-9ce7-efd6ad0a6501
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (1R,2R,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bR)-1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)O)O)C)C)C2C1(C)O)C)C(=O)OCC6C(C(C(C(O6)O)O)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@@H](C5(C)C)O)O)C)C)[C@H]2[C@]1(C)O)C)C(=O)OC[C@@H]6[C@H]([C@@H]([C@H]([C@@H](O6)O)O)O)O
• InChI: InChI=1S/C36H58O10/c1-18-10-13-36(30(43)45-17-21-24(38)25(39)26(40)29(42)46-21)15-14-33(5)19(27(36)35(18,7)44)8-9-23-32(4)16-20(37)28(41)31(2,3)22(32)11-12-34(23,33)6/h8,18,20-29,37-42,44H,9-17H2,1-7H3/t18-,20-,21-,22+,23-,24-,25+,26-,27+,28+,29-,32+,33-,34-,35-,36+/m1/s1
• InChI Key: VEPSKXBQWATMBA-IHFPAFIHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₁₀
• Molecular Weight: 650.80 g/mol
• Exact Mass: 650.40299804 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9026	90.26%
Caco-2	-	0.8206	82.06%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8692	86.92%
OATP2B1 inhibitior	-	0.7208	72.08%
OATP1B1 inhibitior	+	0.8201	82.01%
OATP1B3 inhibitior	-	0.3116	31.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6818	68.18%
BSEP inhibitior	-	0.5283	52.83%
P-glycoprotein inhibitior	+	0.6728	67.28%
P-glycoprotein substrate	-	0.6693	66.93%
CYP3A4 substrate	+	0.7051	70.51%
CYP2C9 substrate	-	0.7937	79.37%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.8690	86.90%
CYP2C9 inhibition	-	0.8180	81.80%
CYP2C19 inhibition	-	0.8529	85.29%
CYP2D6 inhibition	-	0.9300	93.00%
CYP1A2 inhibition	-	0.7741	77.41%
CYP2C8 inhibition	+	0.5890	58.90%
CYP inhibitory promiscuity	-	0.9319	93.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7028	70.28%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9227	92.27%
Skin irritation	-	0.5426	54.26%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.8070	80.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3605	36.05%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8704	87.04%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8455	84.55%
Acute Oral Toxicity (c)	III	0.7186	71.86%
Estrogen receptor binding	+	0.6554	65.54%
Androgen receptor binding	+	0.7349	73.49%
Thyroid receptor binding	-	0.5577	55.77%
Glucocorticoid receptor binding	+	0.6874	68.74%
Aromatase binding	+	0.6591	65.91%
PPAR gamma	+	0.6276	62.76%
Honey bee toxicity	-	0.7635	76.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9781	97.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.15%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.77%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.76%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.74%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.70%	96.77%
CHEMBL226	P30542	Adenosine A1 receptor	92.78%	95.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.39%	82.69%
CHEMBL2581	P07339	Cathepsin D	91.73%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.38%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.89%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.72%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	84.48%	92.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.04%	95.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.14%	91.07%

Plants that contains it

• Rubus cochinchinensis

Cross-Links

• PubChem: 162887112
• LOTUS: LTS0156767
• wikiData: Q105284759