[(1R,2R,3R,4S,6S,9S,10S,11S,13S,14R)-14-[2-[(1R,2R,3R,4S,6S,9S,10S,11S,13R,14S)-3-acetyloxy-2,6-dihydroxy-5,5,9-trimethyl-16-oxo-12-oxapentacyclo[11.2.1.111,14.01,10.04,9]heptadecan-13-yl]ethyl]-2,6,11-trihydroxy-5,5,9-trimethyl-15-oxo-3-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

Details

• Internal ID: 52545e2e-3d41-494d-b1d6-9857050bf0c8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1R,2R,3R,4S,6S,9S,10S,11S,13S,14R)-14-[2-[(1R,2R,3R,4S,6S,9S,10S,11S,13R,14S)-3-acetyloxy-2,6-dihydroxy-5,5,9-trimethyl-16-oxo-12-oxapentacyclo[11.2.1.111,14.01,10.04,9]heptadecan-13-yl]ethyl]-2,6,11-trihydroxy-5,5,9-trimethyl-15-oxo-3-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
• SMILES (Canonical): CC(=O)OC1C2C(C(CCC2(C3C(CC4CC3(C1O)C(=O)C4CCC56C7CC(O5)C8C9(CCC(C(C9C(C(C8(C7)C6=O)O)OC(=O)C)(C)C)O)C)O)C)O)(C)C
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]2[C@@](CC[C@@H](C2(C)C)O)([C@@H]3[C@H](C[C@@H]4C[C@@]3([C@H]1O)C(=O)[C@@H]4CC[C@]56[C@@H]7C[C@H](O5)[C@H]8[C@@]9(CC[C@@H](C([C@H]9[C@H]([C@@H]([C@]8(C7)C6=O)O)OC(=O)C)(C)C)O)C)O)C
• InChI: InChI=1S/C44H64O12/c1-19(45)54-28-32-38(3,4)26(48)10-12-40(32,7)30-24(47)15-21-17-42(30,35(28)51)34(50)23(21)9-14-44-22-16-25(56-44)31-41(8)13-11-27(49)39(5,6)33(41)29(55-20(2)46)36(52)43(31,18-22)37(44)53/h21-33,35-36,47-49,51-52H,9-18H2,1-8H3/t21-,22-,23-,24+,25+,26+,27+,28-,29-,30+,31+,32-,33-,35+,36+,40+,41+,42+,43-,44-/m1/s1
• InChI Key: ABEHTYATXMEPJV-RBKWBPHESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₄O₁₂
• Molecular Weight: 785.00 g/mol
• Exact Mass: 784.43977747 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9406	94.06%
Caco-2	-	0.8618	86.18%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7690	76.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8368	83.68%
OATP1B3 inhibitior	+	0.8255	82.55%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5974	59.74%
P-glycoprotein inhibitior	+	0.7530	75.30%
P-glycoprotein substrate	+	0.5603	56.03%
CYP3A4 substrate	+	0.7298	72.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8327	83.27%
CYP3A4 inhibition	-	0.6676	66.76%
CYP2C9 inhibition	-	0.7824	78.24%
CYP2C19 inhibition	-	0.7645	76.45%
CYP2D6 inhibition	-	0.9595	95.95%
CYP1A2 inhibition	-	0.8004	80.04%
CYP2C8 inhibition	-	0.5681	56.81%
CYP inhibitory promiscuity	-	0.9566	95.66%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6886	68.86%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9067	90.67%
Skin irritation	-	0.5452	54.52%
Skin corrosion	-	0.9003	90.03%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6756	67.56%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8971	89.71%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6173	61.73%
Acute Oral Toxicity (c)	I	0.5633	56.33%
Estrogen receptor binding	+	0.7321	73.21%
Androgen receptor binding	+	0.7531	75.31%
Thyroid receptor binding	-	0.5332	53.32%
Glucocorticoid receptor binding	+	0.6736	67.36%
Aromatase binding	+	0.6038	60.38%
PPAR gamma	+	0.7260	72.60%
Honey bee toxicity	-	0.6714	67.14%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9721	97.21%

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	97.18%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.02%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.17%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.27%	96.77%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.30%	97.28%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.98%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.26%	96.61%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.17%	85.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.15%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	88.09%	95.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.84%	82.69%
CHEMBL259	P32245	Melanocortin receptor 4	86.96%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.66%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.03%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.38%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.37%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.83%	97.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.78%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.72%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.62%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.00%	96.38%
CHEMBL1871	P10275	Androgen Receptor	82.76%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.65%	94.00%
CHEMBL204	P00734	Thrombin	82.33%	96.01%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.31%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.39%	86.33%

Plants that contains it

• Isodon rubescens

Cross-Links

• PubChem: 102349516
• LOTUS: LTS0109798
• wikiData: Q104908568