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

Details

• Internal ID: 54c591be-62ba-4a4a-a910-e1b4ec5660b3
• 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)-3,4,6,11-tetraacetyloxy-2-hydroxy-5-(hydroxymethyl)-1,15-dimethyl-9-methylidene-14-oxo-16-oxatetracyclo[10.5.0.02,15.05,10]heptadecan-8-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC(C2(C(C1=C)C(C3CC(=O)C4(C(C3(CO4)C)(C(C2OC(=O)C)OC(=O)C)O)C)OC(=O)C)CO)OC(=O)C
• SMILES (Isomeric): CC(=O)O[C@H]1C[C@@H]([C@@]2([C@@H](C1=C)[C@@H]([C@@H]3CC(=O)[C@@]4([C@@](C3(CO4)C)([C@H]([C@@H]2OC(=O)C)OC(=O)C)O)C)OC(=O)C)CO)OC(=O)C
• InChI: InChI=1S/C30H40O14/c1-13-20(40-14(2)32)10-22(41-15(3)33)29(11-31)23(13)24(42-16(4)34)19-9-21(37)28(8)30(38,27(19,7)12-39-28)26(44-18(6)36)25(29)43-17(5)35/h19-20,22-26,31,38H,1,9-12H2,2-8H3/t19-,20-,22-,23-,24+,25-,26-,27?,28+,29+,30-/m0/s1
• InChI Key: AGYBTECNNNRMEG-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	+	0.9575	95.75%
Caco-2	-	0.7958	79.58%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7273	72.73%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8659	86.59%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9100	91.00%
P-glycoprotein inhibitior	+	0.7908	79.08%
P-glycoprotein substrate	-	0.5404	54.04%
CYP3A4 substrate	+	0.6521	65.21%
CYP2C9 substrate	-	0.8095	80.95%
CYP2D6 substrate	-	0.8753	87.53%
CYP3A4 inhibition	-	0.5573	55.73%
CYP2C9 inhibition	-	0.7917	79.17%
CYP2C19 inhibition	-	0.8125	81.25%
CYP2D6 inhibition	-	0.9546	95.46%
CYP1A2 inhibition	-	0.8261	82.61%
CYP2C8 inhibition	+	0.5314	53.14%
CYP inhibitory promiscuity	-	0.8064	80.64%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5983	59.83%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8688	86.88%
Skin irritation	-	0.5772	57.72%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.6228	62.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5027	50.27%
skin sensitisation	-	0.8815	88.15%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7322	73.22%
Acute Oral Toxicity (c)	III	0.4474	44.74%
Estrogen receptor binding	+	0.7911	79.11%
Androgen receptor binding	+	0.7530	75.30%
Thyroid receptor binding	+	0.5555	55.55%
Glucocorticoid receptor binding	+	0.7418	74.18%
Aromatase binding	+	0.7030	70.30%
PPAR gamma	+	0.7248	72.48%
Honey bee toxicity	-	0.7359	73.59%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9958	99.58%

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	97.92%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.18%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	96.44%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.47%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.31%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.60%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.56%	89.34%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.35%	91.24%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.68%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	85.03%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.57%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.65%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.58%	91.07%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.38%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.16%	92.62%
CHEMBL255	P29275	Adenosine A2b receptor	80.32%	98.59%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.17%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.09%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.00%	99.17%

Plants that contains it

• Taxus wallichiana

Cross-Links

• PubChem: 6325033
• NPASS: NPC299403