[(2R,3R,5S,8R,9R,10R,13S)-9,10-diacetyloxy-2,5-dihydroxy-8,12,15,15-tetramethyl-4-methylidene-13-tricyclo[9.3.1.03,8]pentadec-11-enyl] acetate

Details

• Internal ID: 671e73b0-ee2e-49ce-bddb-df47189728a4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(2R,3R,5S,8R,9R,10R,13S)-9,10-diacetyloxy-2,5-dihydroxy-8,12,15,15-tetramethyl-4-methylidene-13-tricyclo[9.3.1.03,8]pentadec-11-enyl] acetate
• SMILES (Canonical): CC1=C2C(C(C3(CCC(C(=C)C3C(C(C2(C)C)CC1OC(=O)C)O)O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3(CC[C@@H](C(=C)[C@H]3[C@@H](C(C2(C)C)C[C@@H]1OC(=O)C)O)O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C26H38O8/c1-12-18(30)9-10-26(8)20(12)22(31)17-11-19(32-14(3)27)13(2)21(25(17,6)7)23(33-15(4)28)24(26)34-16(5)29/h17-20,22-24,30-31H,1,9-11H2,2-8H3/t17?,18-,19-,20-,22+,23+,24-,26+/m0/s1
• InChI Key: JTBBGPIYDSKLLQ-IDZPVUNLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₈
• Molecular Weight: 478.60 g/mol
• Exact Mass: 478.25666817 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 8
• 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	+	0.9877	98.77%
Caco-2	-	0.6468	64.68%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8176	81.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8746	87.46%
OATP1B3 inhibitior	-	0.3239	32.39%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	-	0.6629	66.29%
P-glycoprotein inhibitior	+	0.6428	64.28%
P-glycoprotein substrate	-	0.6372	63.72%
CYP3A4 substrate	+	0.7008	70.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8477	84.77%
CYP3A4 inhibition	-	0.7265	72.65%
CYP2C9 inhibition	-	0.8243	82.43%
CYP2C19 inhibition	-	0.8771	87.71%
CYP2D6 inhibition	-	0.9041	90.41%
CYP1A2 inhibition	-	0.8296	82.96%
CYP2C8 inhibition	+	0.5141	51.41%
CYP inhibitory promiscuity	-	0.9122	91.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.6555	65.55%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8851	88.51%
Skin irritation	+	0.5434	54.34%
Skin corrosion	-	0.9192	91.92%
Ames mutagenesis	-	0.7128	71.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.6809	68.09%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5536	55.36%
skin sensitisation	-	0.5844	58.44%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6714	67.14%
Acute Oral Toxicity (c)	III	0.7072	70.72%
Estrogen receptor binding	+	0.6971	69.71%
Androgen receptor binding	+	0.6468	64.68%
Thyroid receptor binding	-	0.5188	51.88%
Glucocorticoid receptor binding	+	0.7208	72.08%
Aromatase binding	+	0.5601	56.01%
PPAR gamma	+	0.6462	64.62%
Honey bee toxicity	-	0.6103	61.03%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9934	99.34%

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	96.18%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.74%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.97%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.30%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.68%	96.38%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.94%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.64%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.50%	91.19%
CHEMBL2581	P07339	Cathepsin D	85.90%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.20%	94.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.73%	81.11%
CHEMBL221	P23219	Cyclooxygenase-1	81.04%	90.17%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 5316361
• NPASS: NPC225304