Taxicin I

Details

• Internal ID: 03d604cc-f941-44d2-9745-d7b3804cccef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: (1S,2S,3R,5S,8R,9R,10R)-1,2,5,9,10-pentahydroxy-8,12,15,15-tetramethyl-4-methylidenetricyclo[9.3.1.03,8]pentadec-11-en-13-one
• SMILES (Canonical): CC1=C2C(C(C3(CCC(C(=C)C3C(C(C2(C)C)(CC1=O)O)O)O)C)O)O
• 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)O)C)O)O
• InChI: InChI=1S/C20H30O6/c1-9-11(21)6-7-19(5)14(9)16(24)20(26)8-12(22)10(2)13(18(20,3)4)15(23)17(19)25/h11,14-17,21,23-26H,1,6-8H2,2-5H3/t11-,14-,15+,16-,17-,19+,20+/m0/s1
• InChI Key: LLKFEECMDHWJRZ-ZYAAZINESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₆
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.20423867 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): 0.46
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	-	0.6411	64.11%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7441	74.41%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.9196	91.96%
OATP1B3 inhibitior	+	0.8843	88.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6821	68.21%
BSEP inhibitior	-	0.7938	79.38%
P-glycoprotein inhibitior	-	0.7790	77.90%
P-glycoprotein substrate	-	0.8382	83.82%
CYP3A4 substrate	+	0.6485	64.85%
CYP2C9 substrate	-	0.7664	76.64%
CYP2D6 substrate	-	0.8783	87.83%
CYP3A4 inhibition	-	0.7663	76.63%
CYP2C9 inhibition	-	0.8027	80.27%
CYP2C19 inhibition	-	0.7232	72.32%
CYP2D6 inhibition	-	0.8844	88.44%
CYP1A2 inhibition	-	0.7913	79.13%
CYP2C8 inhibition	-	0.8911	89.11%
CYP inhibitory promiscuity	-	0.9052	90.52%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6114	61.14%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8817	88.17%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8925	89.25%
Ames mutagenesis	-	0.6423	64.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.6160	61.60%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5751	57.51%
skin sensitisation	-	0.6082	60.82%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6747	67.47%
Acute Oral Toxicity (c)	III	0.5178	51.78%
Estrogen receptor binding	+	0.7435	74.35%
Androgen receptor binding	+	0.6395	63.95%
Thyroid receptor binding	+	0.5223	52.23%
Glucocorticoid receptor binding	+	0.8159	81.59%
Aromatase binding	+	0.6880	68.80%
PPAR gamma	-	0.5668	56.68%
Honey bee toxicity	-	0.8590	85.90%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9805	98.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	92.16%	94.75%
CHEMBL1871	P10275	Androgen Receptor	92.02%	96.43%
CHEMBL2581	P07339	Cathepsin D	90.05%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.84%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.83%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.03%	93.03%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.23%	93.04%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.61%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.09%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.93%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.76%	89.00%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 12443269
• LOTUS: LTS0034482
• wikiData: Q104247059