3-[(1R,3S,4R,5R,8S,9S,12S,13R)-3-acetyloxy-4,8-dimethyl-5-[(1S)-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-12-prop-1-en-2-yl-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoic acid

Details

• Internal ID: 6d176ed3-1e7f-42bb-ab85-cfcfb18f3c1c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-[(1R,3S,4R,5R,8S,9S,12S,13R)-3-acetyloxy-4,8-dimethyl-5-[(1S)-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-12-prop-1-en-2-yl-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoic acid
• SMILES (Canonical): CC1=CCC(OC1=O)C(C)C2CCC3(C2(C(CC45C3CCC(C4(C5)CCC(=O)O)C(=C)C)OC(=O)C)C)C
• SMILES (Isomeric): CC1=CC[C@@H](OC1=O)[C@@H](C)[C@H]2CC[C@@]3([C@@]2([C@H](C[C@]45[C@H]3CC[C@H]([C@]4(C5)CCC(=O)O)C(=C)C)OC(=O)C)C)C
• InChI: InChI=1S/C32H46O6/c1-18(2)22-9-11-25-29(6)14-12-23(20(4)24-10-8-19(3)28(36)38-24)30(29,7)26(37-21(5)33)16-32(25)17-31(22,32)15-13-27(34)35/h8,20,22-26H,1,9-17H2,2-7H3,(H,34,35)/t20-,22-,23+,24+,25-,26-,29-,30-,31+,32-/m0/s1
• InChI Key: RJNFPPNSBKKMPE-LUYLZTFTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆O₆
• Molecular Weight: 526.70 g/mol
• Exact Mass: 526.32943918 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 7.50
• Atomic LogP (AlogP): 6.49
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9841	98.41%
Caco-2	-	0.6620	66.20%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7076	70.76%
OATP2B1 inhibitior	-	0.7166	71.66%
OATP1B1 inhibitior	+	0.7806	78.06%
OATP1B3 inhibitior	+	0.8814	88.14%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7803	78.03%
BSEP inhibitior	+	0.9710	97.10%
P-glycoprotein inhibitior	+	0.7527	75.27%
P-glycoprotein substrate	+	0.5419	54.19%
CYP3A4 substrate	+	0.7077	70.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9110	91.10%
CYP3A4 inhibition	+	0.5269	52.69%
CYP2C9 inhibition	-	0.7901	79.01%
CYP2C19 inhibition	-	0.8775	87.75%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.8169	81.69%
CYP2C8 inhibition	+	0.6383	63.83%
CYP inhibitory promiscuity	-	0.9184	91.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7320	73.20%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9179	91.79%
Skin irritation	+	0.5120	51.20%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7093	70.93%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7728	77.28%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6287	62.87%
Acute Oral Toxicity (c)	III	0.4564	45.64%
Estrogen receptor binding	+	0.7893	78.93%
Androgen receptor binding	+	0.7233	72.33%
Thyroid receptor binding	-	0.5116	51.16%
Glucocorticoid receptor binding	+	0.8477	84.77%
Aromatase binding	+	0.7782	77.82%
PPAR gamma	+	0.7215	72.15%
Honey bee toxicity	-	0.7677	76.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9943	99.43%

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	98.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.77%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.73%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.19%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.22%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.49%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	88.51%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.04%	85.14%
CHEMBL4208	P20618	Proteasome component C5	86.30%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	86.08%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.41%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.34%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.24%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.92%	93.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.80%	97.14%
CHEMBL5028	O14672	ADAM10	83.46%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.24%	96.47%
CHEMBL1937	Q92769	Histone deacetylase 2	82.84%	94.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.55%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.50%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.92%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.92%	93.04%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.44%	94.62%

Plants that contains it

• Kadsura heteroclita

Cross-Links

• PubChem: 102380052
• LOTUS: LTS0173554
• wikiData: Q105237604