[6,8-Diacetyloxy-9-(acetyloxymethyl)-2,4,10-trihydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-1,2,4,5,6,7,8,9,9a,10-decahydrobenzo[f]azulen-5-yl] benzoate

Details

• Internal ID: b5b45c85-03b2-4be0-ac9e-da9051bbad79
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [6,8-diacetyloxy-9-(acetyloxymethyl)-2,4,10-trihydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-1,2,4,5,6,7,8,9,9a,10-decahydrobenzo[f]azulen-5-yl] benzoate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC(C(C3C(C2(CC1O)C(C)(C)O)O)COC(=O)C)OC(=O)C)OC(=O)C)C)OC(=O)C4=CC=CC=C4)O
• SMILES (Isomeric): CC1=C2C(C(C3(C(CC(C(C3C(C2(CC1O)C(C)(C)O)O)COC(=O)C)OC(=O)C)OC(=O)C)C)OC(=O)C4=CC=CC=C4)O
• InChI: InChI=1S/C33H44O12/c1-16-22(37)14-33(31(5,6)41)25(16)27(38)29(45-30(40)20-11-9-8-10-12-20)32(7)24(44-19(4)36)13-23(43-18(3)35)21(15-42-17(2)34)26(32)28(33)39/h8-12,21-24,26-29,37-39,41H,13-15H2,1-7H3
• InChI Key: WYKZKHDIJKKRNQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₄O₁₂
• Molecular Weight: 632.70 g/mol
• Exact Mass: 632.28327683 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	-	0.7994	79.94%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8076	80.76%
OATP2B1 inhibitior	-	0.7187	71.87%
OATP1B1 inhibitior	+	0.8636	86.36%
OATP1B3 inhibitior	+	0.9162	91.62%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9093	90.93%
BSEP inhibitior	+	0.9138	91.38%
P-glycoprotein inhibitior	+	0.7425	74.25%
P-glycoprotein substrate	+	0.6004	60.04%
CYP3A4 substrate	+	0.6797	67.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.8480	84.80%
CYP2C9 inhibition	-	0.6486	64.86%
CYP2C19 inhibition	-	0.7860	78.60%
CYP2D6 inhibition	-	0.8987	89.87%
CYP1A2 inhibition	-	0.7739	77.39%
CYP2C8 inhibition	+	0.7566	75.66%
CYP inhibitory promiscuity	-	0.7292	72.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6708	67.08%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8998	89.98%
Skin irritation	-	0.6027	60.27%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6673	66.73%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5352	53.52%
skin sensitisation	-	0.7932	79.32%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.5949	59.49%
Acute Oral Toxicity (c)	III	0.5723	57.23%
Estrogen receptor binding	+	0.7924	79.24%
Androgen receptor binding	+	0.6961	69.61%
Thyroid receptor binding	+	0.5368	53.68%
Glucocorticoid receptor binding	+	0.7096	70.96%
Aromatase binding	+	0.7118	71.18%
PPAR gamma	+	0.6829	68.29%
Honey bee toxicity	-	0.7415	74.15%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9962	99.62%

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	97.88%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.28%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.59%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	95.92%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.31%	85.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.99%	94.62%
CHEMBL1951	P21397	Monoamine oxidase A	92.71%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.33%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.32%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	87.32%	97.79%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.82%	96.95%
CHEMBL5028	O14672	ADAM10	86.75%	97.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.24%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.18%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	84.23%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.44%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.43%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.58%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.42%	95.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.36%	97.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.31%	90.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.14%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.76%	94.08%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.58%	91.07%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.30%	91.11%
CHEMBL2535	P11166	Glucose transporter	80.25%	98.75%

Plants that contains it

• Taxus wallichiana

Cross-Links

• PubChem: 163048186
• LOTUS: LTS0084206
• wikiData: Q105322367