[(1R,2R,3S,4R,5R,6S,8S,10R,11R,12R,15S)-3,4,6,11-tetraacetyloxy-2,8-dihydroxy-1,15-dimethyl-9-methylidene-14-oxo-16-oxatetracyclo[10.5.0.02,15.05,10]heptadecan-5-yl]methyl acetate

Details

• Internal ID: 37608679-7b52-4573-95dc-cab0352f0332
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1R,2R,3S,4R,5R,6S,8S,10R,11R,12R,15S)-3,4,6,11-tetraacetyloxy-2,8-dihydroxy-1,15-dimethyl-9-methylidene-14-oxo-16-oxatetracyclo[10.5.0.02,15.05,10]heptadecan-5-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC12C(CC(C(=C)C1C(C3CC(=O)C4(C(C3(CO4)C)(C(C2OC(=O)C)OC(=O)C)O)C)OC(=O)C)O)OC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@@]12[C@H](C[C@@H](C(=C)[C@H]1[C@@H]([C@@H]3CC(=O)[C@@]4([C@@]([C@]3(CO4)C)([C@H]([C@@H]2OC(=O)C)OC(=O)C)O)C)OC(=O)C)O)OC(=O)C
• InChI: InChI=1S/C30H40O14/c1-13-20(36)10-22(41-15(3)32)29(12-39-14(2)31)23(13)24(42-16(4)33)19-9-21(37)28(8)30(38,27(19,7)11-40-28)26(44-18(6)35)25(29)43-17(5)34/h19-20,22-26,36,38H,1,9-12H2,2-8H3/t19-,20-,22-,23-,24+,25-,26-,27-,28+,29+,30-/m0/s1
• InChI Key: NLAYBBWKEUNLKD-LQCJOEJLSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₁₄
• Molecular Weight: 624.60 g/mol
• Exact Mass: 624.24180595 g/mol
• Topological Polar Surface Area (TPSA): 198.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): 0.33
• H-Bond Acceptor: 14
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	-	0.7778	77.78%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7146	71.46%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8487	84.87%
OATP1B3 inhibitior	+	0.9594	95.94%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7544	75.44%
P-glycoprotein inhibitior	+	0.7589	75.89%
P-glycoprotein substrate	-	0.5385	53.85%
CYP3A4 substrate	+	0.6615	66.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8670	86.70%
CYP3A4 inhibition	-	0.6022	60.22%
CYP2C9 inhibition	-	0.7828	78.28%
CYP2C19 inhibition	-	0.8062	80.62%
CYP2D6 inhibition	-	0.9546	95.46%
CYP1A2 inhibition	-	0.8505	85.05%
CYP2C8 inhibition	+	0.4813	48.13%
CYP inhibitory promiscuity	-	0.8814	88.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5843	58.43%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8797	87.97%
Skin irritation	-	0.5134	51.34%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.5828	58.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5161	51.61%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5226	52.26%
skin sensitisation	-	0.8614	86.14%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7363	73.63%
Acute Oral Toxicity (c)	I	0.3742	37.42%
Estrogen receptor binding	+	0.7673	76.73%
Androgen receptor binding	+	0.7519	75.19%
Thyroid receptor binding	+	0.5443	54.43%
Glucocorticoid receptor binding	+	0.6941	69.41%
Aromatase binding	+	0.6527	65.27%
PPAR gamma	+	0.7334	73.34%
Honey bee toxicity	-	0.7253	72.53%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9966	99.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.95%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.59%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.53%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.33%	82.69%
CHEMBL2996	Q05655	Protein kinase C delta	93.39%	97.79%
CHEMBL2581	P07339	Cathepsin D	91.34%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.36%	89.34%
CHEMBL340	P08684	Cytochrome P450 3A4	86.76%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.62%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.54%	94.45%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.58%	89.50%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.24%	94.42%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.37%	91.07%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.29%	81.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.15%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.14%	94.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.25%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.98%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	81.56%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.93%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.68%	100.00%
CHEMBL5028	O14672	ADAM10	80.11%	97.50%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.02%	98.99%

Plants that contains it

• Taxus cuspidata

Cross-Links

• PubChem: 10484056
• LOTUS: LTS0099557
• wikiData: Q105181245