[(2R,3S,4S,5R)-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8R,8aR,9R,10R,12aR,14bS)-8,10-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-11-oxo-3,4,5,6,6a,7,8,8a,10,12,13,14b-dodecahydro-1H-picene-4a-carboxylate

Details

• Internal ID: 24d93772-99c9-4caf-ac11-45a738ee80fe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2R,3S,4S,5R)-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8R,8aR,9R,10R,12aR,14bS)-8,10-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-11-oxo-3,4,5,6,6a,7,8,8a,10,12,13,14b-dodecahydro-1H-picene-4a-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CC(C5C4(CC(=O)C(C5(C)CO)O)C)O)C)C2C1)C)C(=O)OC6C(C(C(CO6)O)O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@]3(CCC(C[C@H]3C1=CC[C@H]4[C@]2(C[C@H]([C@@H]5[C@@]4(CC(=O)[C@@H]([C@@]5(C)CO)O)C)O)C)(C)C)C(=O)O[C@@H]6[C@H]([C@H]([C@@H](CO6)O)O)O
• InChI: InChI=1S/C35H54O10/c1-30(2)9-11-35(29(43)45-28-25(41)24(40)22(39)16-44-28)12-10-33(5)18(19(35)13-30)7-8-23-31(3)14-21(38)27(42)32(4,17-36)26(31)20(37)15-34(23,33)6/h7,19-20,22-28,36-37,39-42H,8-17H2,1-6H3/t19-,20+,22+,23+,24-,25-,26+,27-,28+,31+,32-,33+,34+,35-/m0/s1
• InChI Key: DMHZAJKTZWTGSC-IYSOISNHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₄O₁₀
• Molecular Weight: 634.80 g/mol
• Exact Mass: 634.37169792 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8010	80.10%
Caco-2	-	0.8350	83.50%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8748	87.48%
OATP2B1 inhibitior	-	0.5802	58.02%
OATP1B1 inhibitior	+	0.8504	85.04%
OATP1B3 inhibitior	-	0.3922	39.22%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	+	0.7074	70.74%
P-glycoprotein inhibitior	+	0.6949	69.49%
P-glycoprotein substrate	-	0.5840	58.40%
CYP3A4 substrate	+	0.7053	70.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8664	86.64%
CYP3A4 inhibition	-	0.7914	79.14%
CYP2C9 inhibition	-	0.8443	84.43%
CYP2C19 inhibition	-	0.8871	88.71%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.8403	84.03%
CYP2C8 inhibition	+	0.5295	52.95%
CYP inhibitory promiscuity	-	0.9631	96.31%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6861	68.61%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9182	91.82%
Skin irritation	-	0.6003	60.03%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6563	65.63%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8982	89.82%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6118	61.18%
Acute Oral Toxicity (c)	III	0.8021	80.21%
Estrogen receptor binding	+	0.6608	66.08%
Androgen receptor binding	+	0.7505	75.05%
Thyroid receptor binding	-	0.5529	55.29%
Glucocorticoid receptor binding	+	0.7367	73.67%
Aromatase binding	+	0.6707	67.07%
PPAR gamma	+	0.6296	62.96%
Honey bee toxicity	-	0.7526	75.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.9649	96.49%

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	97.75%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.61%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.50%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.01%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.93%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.95%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.48%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.58%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.66%	86.92%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.75%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.70%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.19%	89.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.42%	95.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.04%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	82.83%	83.82%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.00%	96.95%

Plants that contains it

• Madhuca longifolia

Cross-Links

• PubChem: 163000825
• LOTUS: LTS0134090
• wikiData: Q104985104