(1S)-4alpha,20-[[(S)-p-Hydroxybenzylidene]bisoxy]-11,15-seco-1,11-cyclotaxa-11-ene-2alpha,5alpha,7beta,9alpha,10beta,13alpha,15-heptol 2-benzoate 5-acetate

Details

• Internal ID: c72078ba-5a9c-4f07-9717-ac8870b2c945
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(2S,2'S,4S,4'R,5'R,5'aS,6'S,8'S,9'aR,10'S,10'aS)-8'-acetyloxy-2',4',5',6'-tetrahydroxy-2-(4-hydroxyphenyl)-10'a-(2-hydroxypropan-2-yl)-3',5'a-dimethylspiro[1,3-dioxolane-4,9'-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[f]azulene]-10'-yl] benzoate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC(C4(C3C(C2(CC1O)C(C)(C)O)OC(=O)C5=CC=CC=C5)COC(O4)C6=CC=C(C=C6)O)OC(=O)C)O)C)O)O
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H]([C@]4([C@H]3[C@@H]([C@@]2(C[C@@H]1O)C(C)(C)O)OC(=O)C5=CC=CC=C5)CO[C@@H](O4)C6=CC=C(C=C6)O)OC(=O)C)O)C)O)O
• InChI: InChI=1S/C36H44O12/c1-18-23(39)16-35(33(3,4)44)26(18)27(41)29(42)34(5)24(40)15-25(46-19(2)37)36(17-45-32(48-36)21-11-13-22(38)14-12-21)28(34)30(35)47-31(43)20-9-7-6-8-10-20/h6-14,23-25,27-30,32,38-42,44H,15-17H2,1-5H3/t23-,24-,25-,27+,28-,29-,30-,32-,34+,35-,36-/m0/s1
• InChI Key: VDJQDRDWUJZRBJ-SMEZGAEJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₄O₁₂
• Molecular Weight: 668.70 g/mol
• Exact Mass: 668.28327683 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9722	97.22%
Caco-2	-	0.8342	83.42%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7629	76.29%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8221	82.21%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9295	92.95%
P-glycoprotein inhibitior	+	0.7625	76.25%
P-glycoprotein substrate	+	0.6747	67.47%
CYP3A4 substrate	+	0.7145	71.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.6432	64.32%
CYP2C9 inhibition	-	0.6632	66.32%
CYP2C19 inhibition	-	0.7961	79.61%
CYP2D6 inhibition	-	0.9043	90.43%
CYP1A2 inhibition	-	0.8140	81.40%
CYP2C8 inhibition	+	0.8881	88.81%
CYP inhibitory promiscuity	-	0.7733	77.33%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4449	44.49%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.7068	70.68%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8651	86.51%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.6480	64.80%
skin sensitisation	-	0.8154	81.54%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7073	70.73%
Acute Oral Toxicity (c)	I	0.3866	38.66%
Estrogen receptor binding	+	0.8177	81.77%
Androgen receptor binding	+	0.7351	73.51%
Thyroid receptor binding	+	0.6138	61.38%
Glucocorticoid receptor binding	+	0.7061	70.61%
Aromatase binding	+	0.6473	64.73%
PPAR gamma	+	0.7090	70.90%
Honey bee toxicity	-	0.6822	68.22%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.54%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.19%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	95.27%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.56%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.63%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.19%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.50%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.75%	94.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.46%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.29%	85.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	88.97%	90.93%
CHEMBL340	P08684	Cytochrome P450 3A4	88.48%	91.19%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	87.72%	89.44%
CHEMBL2996	Q05655	Protein kinase C delta	86.76%	97.79%
CHEMBL3401	O75469	Pregnane X receptor	85.88%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.13%	89.00%
CHEMBL5028	O14672	ADAM10	84.85%	97.50%
CHEMBL2535	P11166	Glucose transporter	84.17%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.13%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.87%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.81%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.33%	95.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.05%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.49%	93.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.30%	94.08%

Plants that contains it

• Equisetum hyemale

Cross-Links

• PubChem: 11296819
• NPASS: NPC4584