(3E,7E)-2alpha,5alpha,10beta,13alpha-Tetraacetoxy-20-hydroxy-3,8-secotaxa-3,7,11-trien-9-one

Details

• Internal ID: 3ad39e2c-9402-4255-8447-765fab8d5cff
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,2S,3E,5S,7E,10R,13S)-2,10,13-triacetyloxy-4-(hydroxymethyl)-8,12,15,15-tetramethyl-9-oxo-5-bicyclo[9.3.1]pentadeca-3,7,11-trienyl] acetate
• SMILES (Canonical): CC1=CCC(C(=CC(C2CC(C(=C(C2(C)C)C(C1=O)OC(=O)C)C)OC(=O)C)OC(=O)C)CO)OC(=O)C
• SMILES (Isomeric): C/C/1=C\C[C@@H](/C(=C/[C@@H]([C@@H]2C[C@@H](C(=C(C2(C)C)[C@H](C1=O)OC(=O)C)C)OC(=O)C)OC(=O)C)/CO)OC(=O)C
• InChI: InChI=1S/C28H38O10/c1-14-9-10-22(35-16(3)30)20(13-29)11-24(37-18(5)32)21-12-23(36-17(4)31)15(2)25(28(21,7)8)27(26(14)34)38-19(6)33/h9,11,21-24,27,29H,10,12-13H2,1-8H3/b14-9+,20-11+/t21-,22-,23-,24-,27+/m0/s1
• InChI Key: BLAPWNMEZAESHV-GMRVMXMKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈O₁₀
• Molecular Weight: 534.60 g/mol
• Exact Mass: 534.24649740 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	-	0.6428	64.28%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8821	88.21%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8292	82.92%
OATP1B3 inhibitior	+	0.8803	88.03%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9578	95.78%
P-glycoprotein inhibitior	+	0.8808	88.08%
P-glycoprotein substrate	-	0.5289	52.89%
CYP3A4 substrate	+	0.6725	67.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9070	90.70%
CYP3A4 inhibition	-	0.6578	65.78%
CYP2C9 inhibition	-	0.8373	83.73%
CYP2C19 inhibition	-	0.8597	85.97%
CYP2D6 inhibition	-	0.9149	91.49%
CYP1A2 inhibition	-	0.7561	75.61%
CYP2C8 inhibition	+	0.4759	47.59%
CYP inhibitory promiscuity	-	0.8814	88.14%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6247	62.47%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9219	92.19%
Skin irritation	-	0.5748	57.48%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6796	67.96%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5777	57.77%
skin sensitisation	-	0.7187	71.87%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6245	62.45%
Acute Oral Toxicity (c)	III	0.7088	70.88%
Estrogen receptor binding	+	0.8022	80.22%
Androgen receptor binding	+	0.5628	56.28%
Thyroid receptor binding	-	0.4939	49.39%
Glucocorticoid receptor binding	+	0.8415	84.15%
Aromatase binding	+	0.5578	55.78%
PPAR gamma	+	0.7195	71.95%
Honey bee toxicity	-	0.6981	69.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9723	97.23%

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	97.64%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.02%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.35%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	92.86%	97.79%
CHEMBL2581	P07339	Cathepsin D	89.39%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.93%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.08%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	84.57%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.67%	95.56%

Plants that contains it

• Equisetum hyemale
• Taxus mairei

Cross-Links

• PubChem: 100959013
• NPASS: NPC229017
• LOTUS: LTS0266317
• wikiData: Q104937867