[(2S,4R,5R,5aS,6S,8S,9aR,10aS)-2,5,6-triacetyloxy-4-hydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[f]azulen-8-yl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: 21ccd329-f424-42c4-a6aa-432ffa174ecc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(2S,4R,5R,5aS,6S,8S,9aR,10aS)-2,5,6-triacetyloxy-4-hydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[f]azulen-8-yl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC(C(=C)C3CC2(CC1OC(=O)C)C(C)(C)O)OC(=O)C=CC4=CC=CC=C4)OC(=O)C)C)OC(=O)C)O
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H](C(=C)[C@H]3C[C@@]2(C[C@@H]1OC(=O)C)C(C)(C)O)OC(=O)/C=C/C4=CC=CC=C4)OC(=O)C)C)OC(=O)C)O
• InChI: InChI=1S/C35H44O10/c1-19-25-17-35(33(6,7)41)18-27(42-21(3)36)20(2)30(35)31(40)32(44-23(5)38)34(25,8)28(43-22(4)37)16-26(19)45-29(39)15-14-24-12-10-9-11-13-24/h9-15,25-28,31-32,40-41H,1,16-18H2,2-8H3/b15-14+/t25-,26+,27+,28+,31-,32+,34+,35+/m1/s1
• InChI Key: KKUSQQKRXOHDJQ-ZWCBWACKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₄O₁₀
• Molecular Weight: 624.70 g/mol
• Exact Mass: 624.29344760 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 4.23
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	-	0.8107	81.07%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8005	80.05%
OATP2B1 inhibitior	-	0.7176	71.76%
OATP1B1 inhibitior	+	0.8661	86.61%
OATP1B3 inhibitior	-	0.3942	39.42%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9547	95.47%
P-glycoprotein inhibitior	+	0.8283	82.83%
P-glycoprotein substrate	+	0.5489	54.89%
CYP3A4 substrate	+	0.6812	68.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8907	89.07%
CYP3A4 inhibition	-	0.7942	79.42%
CYP2C9 inhibition	-	0.6872	68.72%
CYP2C19 inhibition	-	0.6965	69.65%
CYP2D6 inhibition	-	0.9068	90.68%
CYP1A2 inhibition	-	0.6279	62.79%
CYP2C8 inhibition	+	0.8302	83.02%
CYP inhibitory promiscuity	-	0.8236	82.36%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6025	60.25%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.5829	58.29%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7626	76.26%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5116	51.16%
skin sensitisation	-	0.6853	68.53%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7938	79.38%
Acute Oral Toxicity (c)	III	0.3483	34.83%
Estrogen receptor binding	+	0.7995	79.95%
Androgen receptor binding	+	0.7156	71.56%
Thyroid receptor binding	+	0.5801	58.01%
Glucocorticoid receptor binding	+	0.7775	77.75%
Aromatase binding	+	0.6896	68.96%
PPAR gamma	+	0.7860	78.60%
Honey bee toxicity	-	0.6308	63.08%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.27%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.12%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.16%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	95.05%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.87%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.85%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	92.59%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.26%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.81%	94.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.81%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.65%	93.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.75%	93.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.22%	91.07%
CHEMBL5028	O14672	ADAM10	82.90%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.48%	97.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.47%	90.93%
CHEMBL3401	O75469	Pregnane X receptor	81.16%	94.73%

Plants that contains it

• Taxus cuspidata

Cross-Links

• PubChem: 5321754
• NPASS: NPC58061
• LOTUS: LTS0123751
• wikiData: Q105142396