[(2R,3R,5S,8R,9R,10R)-9-acetyloxy-2,5-dihydroxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-10-tricyclo[9.3.1.03,8]pentadec-11-enyl] acetate

Details

• Internal ID: 45e52bdb-886b-4c82-baff-773fb3e0d28e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(2R,3R,5S,8R,9R,10R)-9-acetyloxy-2,5-dihydroxy-8,12,15,15-tetramethyl-4-methylidene-13-oxo-10-tricyclo[9.3.1.03,8]pentadec-11-enyl] acetate
• SMILES (Canonical): CC1=C2C(C(C3(CCC(C(=C)C3C(C(C2(C)C)CC1=O)O)O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3(CC[C@@H](C(=C)[C@H]3[C@@H](C(C2(C)C)CC1=O)O)O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C24H34O7/c1-11-16(27)8-9-24(7)18(11)20(29)15-10-17(28)12(2)19(23(15,5)6)21(30-13(3)25)22(24)31-14(4)26/h15-16,18,20-22,27,29H,1,8-10H2,2-7H3/t15?,16-,18-,20+,21+,22-,24+/m0/s1
• InChI Key: WABUTQVFTQIDOH-IGMWKPPWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₇
• Molecular Weight: 434.50 g/mol
• Exact Mass: 434.23045342 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9885	98.85%
Caco-2	-	0.6174	61.74%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8342	83.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8584	85.84%
OATP1B3 inhibitior	-	0.2643	26.43%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	-	0.7405	74.05%
P-glycoprotein inhibitior	-	0.4432	44.32%
P-glycoprotein substrate	-	0.7278	72.78%
CYP3A4 substrate	+	0.6945	69.45%
CYP2C9 substrate	-	0.7791	77.91%
CYP2D6 substrate	-	0.8979	89.79%
CYP3A4 inhibition	-	0.7528	75.28%
CYP2C9 inhibition	-	0.8246	82.46%
CYP2C19 inhibition	-	0.8440	84.40%
CYP2D6 inhibition	-	0.8741	87.41%
CYP1A2 inhibition	-	0.8316	83.16%
CYP2C8 inhibition	-	0.6722	67.22%
CYP inhibitory promiscuity	-	0.9028	90.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9554	95.54%
Carcinogenicity (trinary)	Non-required	0.6570	65.70%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8447	84.47%
Skin irritation	+	0.4918	49.18%
Skin corrosion	-	0.9123	91.23%
Ames mutagenesis	-	0.7151	71.51%
Human Ether-a-go-go-Related Gene inhibition	-	0.7229	72.29%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5316	53.16%
skin sensitisation	-	0.5888	58.88%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5478	54.78%
Acute Oral Toxicity (c)	III	0.6585	65.85%
Estrogen receptor binding	+	0.7339	73.39%
Androgen receptor binding	+	0.6448	64.48%
Thyroid receptor binding	-	0.5910	59.10%
Glucocorticoid receptor binding	+	0.7107	71.07%
Aromatase binding	-	0.5344	53.44%
PPAR gamma	+	0.6479	64.79%
Honey bee toxicity	-	0.6629	66.29%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.9931	99.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.92%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.19%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.42%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.48%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	86.42%	90.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.36%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.28%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.33%	95.56%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.00%	97.47%
CHEMBL340	P08684	Cytochrome P450 3A4	82.69%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.48%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	82.11%	94.75%
CHEMBL5028	O14672	ADAM10	81.62%	97.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.32%	96.38%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.31%	94.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.87%	93.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.63%	81.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.56%	95.89%
CHEMBL1871	P10275	Androgen Receptor	80.42%	96.43%
CHEMBL5255	O00206	Toll-like receptor 4	80.01%	92.50%

Plants that contains it

• Taxus cuspidata

Cross-Links

• PubChem: 5321749
• LOTUS: LTS0000539
• wikiData: Q105300103