[(2S,4R,5R,5aS,6S,8S,9R,9aR,10S,10aS)-2,4,5,8,10-pentaacetyloxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethylspiro[2,4,5,6,7,8,9a,10-octahydro-1H-benzo[f]azulene-9,2'-oxirane]-6-yl] acetate

Details

• Internal ID: 5c8fb080-4a9d-48bb-ad02-90249965e77b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(2S,4R,5R,5aS,6S,8S,9R,9aR,10S,10aS)-2,4,5,8,10-pentaacetyloxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethylspiro[2,4,5,6,7,8,9a,10-octahydro-1H-benzo[f]azulene-9,2'-oxirane]-6-yl] acetate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC(C4(C3C(C2(CC1OC(=O)C)C(C)(C)O)OC(=O)C)CO4)OC(=O)C)OC(=O)C)C)OC(=O)C)OC(=O)C
• 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]1OC(=O)C)C(C)(C)O)OC(=O)C)CO4)OC(=O)C)OC(=O)C)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C32H44O14/c1-14-21(41-15(2)33)12-31(29(8,9)39)24(14)25(44-18(5)36)27(45-19(6)37)30(10)22(42-16(3)34)11-23(43-17(4)35)32(13-40-32)26(30)28(31)46-20(7)38/h21-23,25-28,39H,11-13H2,1-10H3/t21-,22-,23-,25+,26-,27-,28-,30+,31-,32+/m0/s1
• InChI Key: LFORUQDCIMULOP-ZKBWLWPRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₄O₁₄
• Molecular Weight: 652.70 g/mol
• Exact Mass: 652.27310607 g/mol
• Topological Polar Surface Area (TPSA): 191.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 14
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	-	0.7517	75.17%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8298	82.98%
OATP2B1 inhibitior	-	0.7195	71.95%
OATP1B1 inhibitior	+	0.8952	89.52%
OATP1B3 inhibitior	+	0.9192	91.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7614	76.14%
BSEP inhibitior	+	0.8767	87.67%
P-glycoprotein inhibitior	+	0.8201	82.01%
P-glycoprotein substrate	-	0.5761	57.61%
CYP3A4 substrate	+	0.6585	65.85%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8774	87.74%
CYP2C9 inhibition	-	0.7061	70.61%
CYP2C19 inhibition	-	0.8410	84.10%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.7599	75.99%
CYP2C8 inhibition	+	0.6787	67.87%
CYP inhibitory promiscuity	-	0.9464	94.64%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6358	63.58%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.8699	86.99%
Skin irritation	-	0.6451	64.51%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5430	54.30%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5803	58.03%
skin sensitisation	-	0.7340	73.40%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6178	61.78%
Acute Oral Toxicity (c)	III	0.3612	36.12%
Estrogen receptor binding	+	0.7997	79.97%
Androgen receptor binding	+	0.6919	69.19%
Thyroid receptor binding	+	0.5500	55.00%
Glucocorticoid receptor binding	+	0.7497	74.97%
Aromatase binding	+	0.6966	69.66%
PPAR gamma	+	0.7409	74.09%
Honey bee toxicity	-	0.6276	62.76%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9874	98.74%

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	97.77%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.71%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.61%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.22%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.78%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.36%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	88.25%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.92%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.65%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.61%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	84.49%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.80%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.81%	96.77%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.68%	94.33%
CHEMBL3401	O75469	Pregnane X receptor	81.60%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.74%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.71%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.67%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.66%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.05%	92.62%

Plants that contains it

• Equisetum hyemale

Cross-Links

• PubChem: 10326941
• NPASS: NPC62611