[(1S,2S,3R,4S,7R,9S,10R,11S,12R,15S)-4-acetyloxy-10-(acetyloxymethyl)-1,9,11,12,15-pentahydroxy-14,17,17-trimethyl-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate

Details

• Internal ID: 59f0b03d-4ab1-4450-89cc-47d6bdb007cc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1S,2S,3R,4S,7R,9S,10R,11S,12R,15S)-4-acetyloxy-10-(acetyloxymethyl)-1,9,11,12,15-pentahydroxy-14,17,17-trimethyl-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC4C(C3C(C(C2(C)C)(CC1O)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)COC(=O)C)O)O
• SMILES (Isomeric): CC1=C2[C@H]([C@H]([C@@]3([C@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@](C2(C)C)(C[C@@H]1O)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)COC(=O)C)O)O
• InChI: InChI=1S/C31H40O12/c1-15-19(34)12-31(39)26(42-27(38)18-9-7-6-8-10-18)24-29(13-40-16(2)32,25(37)23(36)22(15)28(31,4)5)20(35)11-21-30(24,14-41-21)43-17(3)33/h6-10,19-21,23-26,34-37,39H,11-14H2,1-5H3/t19-,20-,21+,23+,24-,25+,26-,29+,30-,31+/m0/s1
• InChI Key: GTVQIEIXIJVGKH-LAFOOJJESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₀O₁₂
• Molecular Weight: 604.60 g/mol
• Exact Mass: 604.25197671 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): 0.42
• 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	+	0.9105	91.05%
Caco-2	-	0.8021	80.21%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8079	80.79%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8169	81.69%
OATP1B3 inhibitior	+	0.8793	87.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7759	77.59%
P-glycoprotein inhibitior	+	0.7137	71.37%
P-glycoprotein substrate	+	0.7590	75.90%
CYP3A4 substrate	+	0.7048	70.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.9068	90.68%
CYP2C9 inhibition	-	0.7731	77.31%
CYP2C19 inhibition	-	0.7716	77.16%
CYP2D6 inhibition	-	0.8989	89.89%
CYP1A2 inhibition	-	0.7487	74.87%
CYP2C8 inhibition	+	0.8299	82.99%
CYP inhibitory promiscuity	-	0.9238	92.38%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5799	57.99%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9062	90.62%
Skin irritation	-	0.7055	70.55%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7697	76.97%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.5466	54.66%
skin sensitisation	-	0.8028	80.28%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5293	52.93%
Acute Oral Toxicity (c)	III	0.5913	59.13%
Estrogen receptor binding	+	0.7781	77.81%
Androgen receptor binding	+	0.7116	71.16%
Thyroid receptor binding	+	0.5618	56.18%
Glucocorticoid receptor binding	+	0.6195	61.95%
Aromatase binding	+	0.6556	65.56%
PPAR gamma	+	0.6225	62.25%
Honey bee toxicity	-	0.7078	70.78%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6245	62.45%
Fish aquatic toxicity	+	0.9942	99.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.17%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.94%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.38%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.30%	98.95%
CHEMBL5028	O14672	ADAM10	91.14%	97.50%
CHEMBL3492	P49721	Proteasome Macropain subunit	90.19%	90.24%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.52%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.93%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.71%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.31%	96.95%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	88.08%	89.44%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.27%	95.56%
CHEMBL4208	P20618	Proteasome component C5	86.90%	90.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.23%	94.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.88%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.27%	99.17%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.60%	81.11%
CHEMBL3401	O75469	Pregnane X receptor	81.79%	94.73%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.64%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.90%	89.00%

Plants that contains it

• Acanthospermum glabratum

Cross-Links

• PubChem: 5316689
• NPASS: NPC40615