[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1,9,12,15-tetrahydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] 3-methylbut-2-enoate

Details

• Internal ID: 30ddeb86-0fca-4aaf-b693-9f86dca515c3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1,9,12,15-tetrahydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] 3-methylbut-2-enoate
• SMILES (Canonical): CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1O)O)OC(=O)C=C(C)C)(CO4)OC(=O)C)O)C)O
• SMILES (Isomeric): CC1=C2[C@H](C(=O)[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)C=C(C)C)(CO4)OC(=O)C)O)C)O
• InChI: InChI=1S/C27H38O10/c1-12(2)8-18(31)36-23-21-25(7,16(30)9-17-26(21,11-35-17)37-14(4)28)22(33)20(32)19-13(3)15(29)10-27(23,34)24(19,5)6/h8,15-17,20-21,23,29-30,32,34H,9-11H2,1-7H3/t15-,16-,17+,20+,21-,23-,25+,26-,27+/m0/s1
• InChI Key: ZAHCEBXQSWHLBS-YBMASWRGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₈O₁₀
• Molecular Weight: 522.60 g/mol
• Exact Mass: 522.24649740 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.73
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9701	97.01%
Caco-2	-	0.6951	69.51%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7713	77.13%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8423	84.23%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8866	88.66%
P-glycoprotein inhibitior	+	0.6308	63.08%
P-glycoprotein substrate	+	0.7583	75.83%
CYP3A4 substrate	+	0.7149	71.49%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.9036	90.36%
CYP3A4 inhibition	-	0.8979	89.79%
CYP2C9 inhibition	-	0.8292	82.92%
CYP2C19 inhibition	-	0.8865	88.65%
CYP2D6 inhibition	-	0.9048	90.48%
CYP1A2 inhibition	-	0.8192	81.92%
CYP2C8 inhibition	+	0.6854	68.54%
CYP inhibitory promiscuity	-	0.9159	91.59%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4385	43.85%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.6235	62.35%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4098	40.98%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.6078	60.78%
skin sensitisation	-	0.7416	74.16%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7294	72.94%
Acute Oral Toxicity (c)	III	0.6222	62.22%
Estrogen receptor binding	+	0.8070	80.70%
Androgen receptor binding	+	0.7397	73.97%
Thyroid receptor binding	+	0.5298	52.98%
Glucocorticoid receptor binding	+	0.6925	69.25%
Aromatase binding	+	0.7257	72.57%
PPAR gamma	+	0.6326	63.26%
Honey bee toxicity	-	0.5428	54.28%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9708	97.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.69%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.68%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.31%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.88%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.02%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.84%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	88.24%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.42%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.89%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.99%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.85%	85.14%
CHEMBL5028	O14672	ADAM10	84.11%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.61%	97.28%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.08%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.81%	97.14%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.68%	90.24%
CHEMBL4208	P20618	Proteasome component C5	81.40%	90.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.82%	89.34%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.65%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.27%	100.00%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 5316404
• NPASS: NPC146888