[(1S,3R,5S,7S,8S,9R,13R,14R)-9-acetyloxy-5,13,14-trihydroxy-8,12,15,15-tetramethyl-4-methylidene-10-oxo-7-tricyclo[9.3.1.03,8]pentadec-11-enyl] acetate

Details

• Internal ID: c71c8130-0d6a-4803-aea6-bf25c0a73ee9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(1S,3R,5S,7S,8S,9R,13R,14R)-9-acetyloxy-5,13,14-trihydroxy-8,12,15,15-tetramethyl-4-methylidene-10-oxo-7-tricyclo[9.3.1.03,8]pentadec-11-enyl] acetate
• SMILES (Canonical): CC1=C2C(=O)C(C3(C(CC(C2(C)C)C(C1O)O)C(=C)C(CC3OC(=O)C)O)C)OC(=O)C
• SMILES (Isomeric): CC1=C2C(=O)[C@@H]([C@]3([C@H](C[C@@H](C2(C)C)[C@H]([C@@H]1O)O)C(=C)[C@H](C[C@@H]3OC(=O)C)O)C)OC(=O)C
• InChI: InChI=1S/C24H34O8/c1-10-14-8-15-20(29)19(28)11(2)18(23(15,5)6)21(30)22(32-13(4)26)24(14,7)17(9-16(10)27)31-12(3)25/h14-17,19-20,22,27-29H,1,8-9H2,2-7H3/t14-,15-,16+,17+,19-,20-,22+,24+/m1/s1
• InChI Key: YRUYWDOPVYJNHV-CNBFPHQCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₈
• Molecular Weight: 450.50 g/mol
• Exact Mass: 450.22536804 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.46
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9845	98.45%
Caco-2	-	0.6503	65.03%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8162	81.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8994	89.94%
OATP1B3 inhibitior	-	0.2412	24.12%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5860	58.60%
P-glycoprotein inhibitior	-	0.4522	45.22%
P-glycoprotein substrate	-	0.6681	66.81%
CYP3A4 substrate	+	0.6699	66.99%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.8945	89.45%
CYP3A4 inhibition	-	0.8146	81.46%
CYP2C9 inhibition	-	0.8659	86.59%
CYP2C19 inhibition	-	0.8232	82.32%
CYP2D6 inhibition	-	0.9210	92.10%
CYP1A2 inhibition	-	0.8302	83.02%
CYP2C8 inhibition	-	0.6113	61.13%
CYP inhibitory promiscuity	-	0.9596	95.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Non-required	0.6386	63.86%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8587	85.87%
Skin irritation	-	0.5609	56.09%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.6528	65.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4804	48.04%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6389	63.89%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6705	67.05%
Acute Oral Toxicity (c)	III	0.4066	40.66%
Estrogen receptor binding	+	0.7259	72.59%
Androgen receptor binding	+	0.6151	61.51%
Thyroid receptor binding	-	0.5093	50.93%
Glucocorticoid receptor binding	+	0.5447	54.47%
Aromatase binding	+	0.6455	64.55%
PPAR gamma	+	0.5511	55.11%
Honey bee toxicity	-	0.6506	65.06%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	95.86%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	87.35%	91.19%
CHEMBL2581	P07339	Cathepsin D	87.20%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.36%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.54%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.09%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.35%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.61%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.54%	96.95%
CHEMBL1937	Q92769	Histone deacetylase 2	82.40%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.81%	100.00%

Plants that contains it

• Taxus baccata

Cross-Links

• PubChem: 5316615
• NPASS: NPC274289