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

Details

• Internal ID: 0c026328-fa98-472c-96b7-e95dfdc6d0d2
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(2R,3S,4R,5R,6S,8S,10R,11R,12R,15S)-2,3,4,11-tetraacetyloxy-8-hydroxy-5-(hydroxymethyl)-1,15-dimethyl-9-methylidene-14-oxo-16-oxatetracyclo[10.5.0.02,15.05,10]heptadecan-6-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC(C(=C)C2C1(C(C(C3(C4(COC3(C(=O)CC4C2OC(=O)C)C)C)OC(=O)C)OC(=O)C)OC(=O)C)CO)O
• SMILES (Isomeric): CC(=O)O[C@H]1C[C@@H](C(=C)[C@@H]2[C@@]1([C@H]([C@@H]([C@]3([C@]4(C(=O)C[C@@H]([C@H]2OC(=O)C)C3(CO4)C)C)OC(=O)C)OC(=O)C)OC(=O)C)CO)O
• InChI: InChI=1S/C30H40O14/c1-13-20(37)10-22(40-14(2)32)29(11-31)23(13)24(41-15(3)33)19-9-21(38)28(8)30(44-18(6)36,27(19,7)12-39-28)26(43-17(5)35)25(29)42-16(4)34/h19-20,22-26,31,37H,1,9-12H2,2-8H3/t19-,20-,22-,23-,24+,25-,26-,27?,28+,29+,30-/m0/s1
• InChI Key: RBSYNIDAFDHDHK-FOPMMUTESA-N
• Popularity: 0 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	+	0.9556	95.56%
Caco-2	-	0.7838	78.38%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6564	65.64%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8439	84.39%
OATP1B3 inhibitior	+	0.9564	95.64%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7902	79.02%
P-glycoprotein inhibitior	+	0.7693	76.93%
P-glycoprotein substrate	-	0.5477	54.77%
CYP3A4 substrate	+	0.6560	65.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8596	85.96%
CYP3A4 inhibition	-	0.5172	51.72%
CYP2C9 inhibition	-	0.8507	85.07%
CYP2C19 inhibition	-	0.8445	84.45%
CYP2D6 inhibition	-	0.9495	94.95%
CYP1A2 inhibition	-	0.8400	84.00%
CYP2C8 inhibition	+	0.5308	53.08%
CYP inhibitory promiscuity	-	0.8607	86.07%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5464	54.64%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8763	87.63%
Skin irritation	+	0.5181	51.81%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6928	69.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4677	46.77%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5527	55.27%
skin sensitisation	-	0.8624	86.24%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.8445	84.45%
Acute Oral Toxicity (c)	III	0.4031	40.31%
Estrogen receptor binding	+	0.7429	74.29%
Androgen receptor binding	+	0.7653	76.53%
Thyroid receptor binding	+	0.5610	56.10%
Glucocorticoid receptor binding	+	0.7285	72.85%
Aromatase binding	+	0.6901	69.01%
PPAR gamma	+	0.7312	73.12%
Honey bee toxicity	-	0.6950	69.50%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9927	99.27%

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	97.33%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.57%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.27%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	93.43%	97.79%
CHEMBL2581	P07339	Cathepsin D	91.99%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	91.87%	91.19%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.88%	91.24%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.39%	82.69%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.91%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.63%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.20%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.91%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.30%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.20%	89.34%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.97%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.86%	91.07%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.88%	89.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.12%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.94%	97.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.69%	81.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.52%	94.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.74%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.14%	100.00%

Plants that contains it

• Taxus brevifolia

Cross-Links

• PubChem: 6325036
• NPASS: NPC38091