[(2S,4R,5R,5aS,6S,8S,9aR,10aS)-2,4,6-triacetyloxy-8-hydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[g]azulen-5-yl] benzoate

Details

• Internal ID: 597ad7a1-caaa-4277-8ced-e4f6ebba99cd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(2S,4R,5R,5aS,6S,8S,9aR,10aS)-2,4,6-triacetyloxy-8-hydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[g]azulen-5-yl] benzoate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC(C(=C)C3CC2(CC1OC(=O)C)C(C)(C)O)O)OC(=O)C)C)OC(=O)C4=CC=CC=C4)OC(=O)C
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H](C(=C)[C@H]3C[C@@]2(C[C@@H]1OC(=O)C)C(C)(C)O)O)OC(=O)C)C)OC(=O)C4=CC=CC=C4)OC(=O)C
• InChI: InChI=1S/C33H42O10/c1-17-23-15-33(31(6,7)39)16-25(40-19(3)34)18(2)27(33)28(42-21(5)36)29(43-30(38)22-12-10-9-11-13-22)32(23,8)26(14-24(17)37)41-20(4)35/h9-13,23-26,28-29,37,39H,1,14-16H2,2-8H3/t23-,24+,25+,26+,28-,29+,32+,33+/m1/s1
• InChI Key: LZZPXCROKNXNLF-USPMZCCWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂O₁₀
• Molecular Weight: 598.70 g/mol
• Exact Mass: 598.27779753 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.83
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	-	0.7711	77.11%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7635	76.35%
OATP2B1 inhibitior	-	0.7126	71.26%
OATP1B1 inhibitior	+	0.8598	85.98%
OATP1B3 inhibitior	-	0.2943	29.43%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8908	89.08%
P-glycoprotein inhibitior	+	0.8317	83.17%
P-glycoprotein substrate	+	0.6016	60.16%
CYP3A4 substrate	+	0.6830	68.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.7535	75.35%
CYP2C9 inhibition	-	0.7037	70.37%
CYP2C19 inhibition	-	0.6711	67.11%
CYP2D6 inhibition	-	0.9028	90.28%
CYP1A2 inhibition	-	0.7022	70.22%
CYP2C8 inhibition	+	0.8166	81.66%
CYP inhibitory promiscuity	-	0.8748	87.48%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6048	60.48%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9027	90.27%
Skin irritation	-	0.5593	55.93%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4053	40.53%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5584	55.84%
skin sensitisation	-	0.6874	68.74%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6679	66.79%
Acute Oral Toxicity (c)	I	0.3997	39.97%
Estrogen receptor binding	+	0.7455	74.55%
Androgen receptor binding	+	0.6990	69.90%
Thyroid receptor binding	+	0.5698	56.98%
Glucocorticoid receptor binding	+	0.7352	73.52%
Aromatase binding	+	0.6515	65.15%
PPAR gamma	+	0.7073	70.73%
Honey bee toxicity	-	0.6491	64.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
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	97.20%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.07%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	94.98%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.92%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.36%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	93.29%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.09%	95.50%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.03%	81.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.50%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.15%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.96%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.65%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.90%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.52%	94.08%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.43%	83.00%
CHEMBL5028	O14672	ADAM10	82.99%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.85%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.63%	91.07%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.55%	96.95%
CHEMBL2535	P11166	Glucose transporter	80.74%	98.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.16%	82.69%

Plants that contains it

• Taxus wallichiana

Cross-Links

• PubChem: 5321657
• NPASS: NPC194247