[(1E,3S,4R,6S,10R,11R,12S,14S)-3,12-diacetyloxy-10,14-dihydroxy-7,11,16,16-tetramethyl-9-oxo-6-tricyclo[9.3.1.14,8]hexadeca-1,7-dienyl] acetate

Details

• Internal ID: 50851d70-3ac9-4819-92dc-6c14af0fb048
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1E,3S,4R,6S,10R,11R,12S,14S)-3,12-diacetyloxy-10,14-dihydroxy-7,11,16,16-tetramethyl-9-oxo-6-tricyclo[9.3.1.14,8]hexadeca-1,7-dienyl] acetate
• SMILES (Canonical): CC1=C2C(=O)C(C3(CC(=CC(C(C2(C)C)CC1OC(=O)C)OC(=O)C)C(CC3OC(=O)C)O)C)O
• SMILES (Isomeric): CC1=C2C(=O)[C@@H]([C@]3(C/C(=C\[C@@H]([C@@H](C2(C)C)C[C@@H]1OC(=O)C)OC(=O)C)/[C@H](C[C@@H]3OC(=O)C)O)C)O
• InChI: InChI=1S/C26H36O9/c1-12-19(33-13(2)27)9-17-20(34-14(3)28)8-16-11-26(7,21(10-18(16)30)35-15(4)29)24(32)23(31)22(12)25(17,5)6/h8,17-21,24,30,32H,9-11H2,1-7H3/b16-8+/t17-,18-,19-,20-,21-,24-,26-/m0/s1
• InChI Key: KFMLUMNMAGWYIP-HOURTPDESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₉
• Molecular Weight: 492.60 g/mol
• Exact Mass: 492.23593272 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	-	0.6113	61.13%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8151	81.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8665	86.65%
OATP1B3 inhibitior	-	0.2197	21.97%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8921	89.21%
P-glycoprotein inhibitior	+	0.7664	76.64%
P-glycoprotein substrate	-	0.5907	59.07%
CYP3A4 substrate	+	0.6624	66.24%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.8993	89.93%
CYP3A4 inhibition	-	0.6545	65.45%
CYP2C9 inhibition	-	0.8649	86.49%
CYP2C19 inhibition	-	0.8716	87.16%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8527	85.27%
CYP2C8 inhibition	+	0.4666	46.66%
CYP inhibitory promiscuity	-	0.9240	92.40%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.5706	57.06%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8951	89.51%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	+	0.5663	56.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6632	66.32%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6524	65.24%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5792	57.92%
Acute Oral Toxicity (c)	I	0.4514	45.14%
Estrogen receptor binding	+	0.8062	80.62%
Androgen receptor binding	+	0.5366	53.66%
Thyroid receptor binding	+	0.5843	58.43%
Glucocorticoid receptor binding	+	0.7897	78.97%
Aromatase binding	+	0.6731	67.31%
PPAR gamma	+	0.6482	64.82%
Honey bee toxicity	-	0.6979	69.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9959	99.59%

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	97.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.72%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.23%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.11%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.13%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.21%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.90%	95.50%
CHEMBL2581	P07339	Cathepsin D	82.08%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	81.47%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.12%	97.25%

Plants that contains it

• Taxus wallichiana

Cross-Links

• PubChem: 101084585
• LOTUS: LTS0234445
• wikiData: Q105140466