[(1'R,2S,2'R,3'R,5'S,8'R,9'R,10'R)-9',10'-diacetyloxy-5'-hydroxy-8',12',15',15'-tetramethyl-13'-oxospiro[oxirane-2,4'-tricyclo[9.3.1.03,8]pentadec-11-ene]-2'-yl] acetate

Details

• Internal ID: bc43fd2c-f21e-438a-9a2b-ffa04a6a2997
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1'R,2S,2'R,3'R,5'S,8'R,9'R,10'R)-9',10'-diacetyloxy-5'-hydroxy-8',12',15',15'-tetramethyl-13'-oxospiro[oxirane-2,4'-tricyclo[9.3.1.03,8]pentadec-11-ene]-2'-yl] acetate
• SMILES (Canonical): CC1=C2C(C(C3(CCC(C4(C3C(C(C2(C)C)CC1=O)OC(=O)C)CO4)O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3(CC[C@@H]([C@]4([C@H]3[C@@H]([C@@H](C2(C)C)CC1=O)OC(=O)C)CO4)O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C26H36O9/c1-12-17(30)10-16-20(33-13(2)27)22-25(7,9-8-18(31)26(22)11-32-26)23(35-15(4)29)21(34-14(3)28)19(12)24(16,5)6/h16,18,20-23,31H,8-11H2,1-7H3/t16-,18-,20+,21+,22-,23-,25+,26-/m0/s1
• InChI Key: WOZSNJQYEVOUIT-ZZNHCZCLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₉
• Molecular Weight: 492.60 g/mol
• Exact Mass: 492.23593272 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	-	0.5580	55.80%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8653	86.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8494	84.94%
OATP1B3 inhibitior	+	0.8891	88.91%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5359	53.59%
BSEP inhibitior	+	0.7369	73.69%
P-glycoprotein inhibitior	+	0.7250	72.50%
P-glycoprotein substrate	-	0.6676	66.76%
CYP3A4 substrate	+	0.6992	69.92%
CYP2C9 substrate	-	0.8153	81.53%
CYP2D6 substrate	-	0.8876	88.76%
CYP3A4 inhibition	-	0.7498	74.98%
CYP2C9 inhibition	-	0.6091	60.91%
CYP2C19 inhibition	-	0.7951	79.51%
CYP2D6 inhibition	-	0.9363	93.63%
CYP1A2 inhibition	-	0.6968	69.68%
CYP2C8 inhibition	-	0.7156	71.56%
CYP inhibitory promiscuity	-	0.9531	95.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8861	88.61%
Skin irritation	-	0.5268	52.68%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5784	57.84%
skin sensitisation	-	0.8235	82.35%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.7526	75.26%
Acute Oral Toxicity (c)	III	0.5825	58.25%
Estrogen receptor binding	+	0.8182	81.82%
Androgen receptor binding	+	0.6525	65.25%
Thyroid receptor binding	-	0.5098	50.98%
Glucocorticoid receptor binding	+	0.7847	78.47%
Aromatase binding	+	0.5685	56.85%
PPAR gamma	+	0.7184	71.84%
Honey bee toxicity	-	0.7278	72.78%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9912	99.12%

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	93.81%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.46%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	92.05%	83.82%
CHEMBL2581	P07339	Cathepsin D	91.09%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.47%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.89%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.68%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.52%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.33%	81.11%
CHEMBL340	P08684	Cytochrome P450 3A4	87.15%	91.19%
CHEMBL5028	O14672	ADAM10	85.94%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.15%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.39%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.98%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.94%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.69%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.69%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.60%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.41%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.22%	96.77%

Plants that contains it

• Taxus cuspidata

Cross-Links

• PubChem: 15378575
• LOTUS: LTS0009482
• wikiData: Q105309766