3-[(1S,4R,5R,7S,8S,9R,12S,13R)-7-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: 9a3b6292-84f9-4b82-bd9c-b6b769c2780c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-[(1S,4R,5R,7S,8S,9R,12S,13R)-7-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)C2CC(C3(C2(CCC45C3CCC(C4(C5)CCC(=O)O)C(=C)C)C)C)OC(=O)C
• SMILES (Isomeric): CC1=CC[C@@H](OC1=O)[C@@H](C)[C@H]2C[C@@H]([C@@]3([C@@]2(CC[C@]45[C@H]3CC[C@H]([C@]4(C5)CCC(=O)O)C(=C)C)C)C)OC(=O)C
• InChI: InChI=1S/C32H46O6/c1-18(2)22-9-11-25-30(7)26(37-21(5)33)16-23(20(4)24-10-8-19(3)28(36)38-24)29(30,6)14-15-32(25)17-31(22,32)13-12-27(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: XOFMGLIUAQNIAH-HQPVEDPXSA-N
• Popularity: 0 references 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	-	0.6942	69.42%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7076	70.76%
OATP2B1 inhibitior	-	0.7139	71.39%
OATP1B1 inhibitior	+	0.8020	80.20%
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	+	0.7386	73.86%
P-glycoprotein substrate	+	0.6090	60.90%
CYP3A4 substrate	+	0.7092	70.92%
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	+	0.6416	64.16%
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	-	0.9177	91.77%
Skin irritation	+	0.5120	51.20%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.6144	61.44%
Human Ether-a-go-go-Related Gene inhibition	+	0.6786	67.86%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5465	54.65%
skin sensitisation	-	0.7728	77.28%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.4788	47.88%
Acute Oral Toxicity (c)	III	0.4564	45.64%
Estrogen receptor binding	+	0.8158	81.58%
Androgen receptor binding	+	0.7178	71.78%
Thyroid receptor binding	-	0.5154	51.54%
Glucocorticoid receptor binding	+	0.8571	85.71%
Aromatase binding	+	0.7878	78.78%
PPAR gamma	+	0.7104	71.04%
Honey bee toxicity	-	0.7325	73.25%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
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	98.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.21%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.51%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.37%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.85%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.83%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	89.08%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.86%	93.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.58%	93.56%
CHEMBL1937	Q92769	Histone deacetylase 2	86.27%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.22%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.00%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.90%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.42%	97.14%
CHEMBL4208	P20618	Proteasome component C5	83.81%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.44%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.96%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	82.28%	97.79%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.91%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.91%	95.89%
CHEMBL5028	O14672	ADAM10	81.83%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.72%	96.47%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.59%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.04%	99.23%

Plants that contains it

• Kadsura heteroclita

Cross-Links

• PubChem: 101415306
• LOTUS: LTS0252123
• wikiData: Q105337728