[(2S,4R,5R,5aS,6S,8S,9R,9aR,10S,10aS)-2,5,6,8,10-pentaacetyloxy-4-hydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-1,2,4,5,6,7,8,9,9a,10-decahydrobenzo[f]azulen-9-yl]methyl acetate

Details

• Internal ID: ad15216a-12ba-46fc-a860-b4a213409980
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Taxanes and derivatives
• IUPAC Name: [(2S,4R,5R,5aS,6S,8S,9R,9aR,10S,10aS)-2,5,6,8,10-pentaacetyloxy-4-hydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-1,2,4,5,6,7,8,9,9a,10-decahydrobenzo[f]azulen-9-yl]methyl acetate
• SMILES (Canonical): CC1=C2C(C(C3(C(CC(C(C3C(C2(CC1OC(=O)C)C(C)(C)O)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C)OC(=O)C)O
• SMILES (Isomeric): CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H]([C@H]([C@H]3[C@@H]([C@@]2(C[C@@H]1OC(=O)C)C(C)(C)O)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C)OC(=O)C)O
• InChI: InChI=1S/C32H46O14/c1-14-23(43-17(4)35)12-32(30(8,9)40)25(14)27(39)29(46-20(7)38)31(10)24(44-18(5)36)11-22(42-16(3)34)21(13-41-15(2)33)26(31)28(32)45-19(6)37/h21-24,26-29,39-40H,11-13H2,1-10H3/t21-,22+,23+,24+,26+,27-,28+,29+,31-,32+/m1/s1
• InChI Key: DCSZTWVHEGOKTN-YKVHYYHUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆O₁₄
• Molecular Weight: 654.70 g/mol
• Exact Mass: 654.28875614 g/mol
• Topological Polar Surface Area (TPSA): 198.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 14
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9850	98.50%
Caco-2	-	0.7645	76.45%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8814	88.14%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8813	88.13%
OATP1B3 inhibitior	+	0.9181	91.81%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9093	90.93%
BSEP inhibitior	+	0.8076	80.76%
P-glycoprotein inhibitior	+	0.7867	78.67%
P-glycoprotein substrate	-	0.5000	50.00%
CYP3A4 substrate	+	0.6630	66.30%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.8571	85.71%
CYP2C9 inhibition	-	0.7080	70.80%
CYP2C19 inhibition	-	0.8534	85.34%
CYP2D6 inhibition	-	0.9319	93.19%
CYP1A2 inhibition	-	0.7850	78.50%
CYP2C8 inhibition	+	0.5852	58.52%
CYP inhibitory promiscuity	-	0.8563	85.63%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6200	62.00%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.8792	87.92%
Skin irritation	-	0.5883	58.83%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.6237	62.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5158	51.58%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7880	78.80%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5579	55.79%
Acute Oral Toxicity (c)	III	0.5149	51.49%
Estrogen receptor binding	+	0.7776	77.76%
Androgen receptor binding	+	0.6775	67.75%
Thyroid receptor binding	-	0.5104	51.04%
Glucocorticoid receptor binding	+	0.7228	72.28%
Aromatase binding	+	0.7211	72.11%
PPAR gamma	+	0.7199	71.99%
Honey bee toxicity	-	0.6560	65.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9902	99.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.55%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.53%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.48%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.65%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.44%	91.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.59%	90.93%
CHEMBL2996	Q05655	Protein kinase C delta	87.48%	97.79%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.41%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.86%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.85%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.44%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.18%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.14%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.40%	96.90%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.10%	96.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.35%	94.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.28%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	81.13%	90.17%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.04%	92.68%

Plants that contains it

• Achyranthes aspera var. indica
• Achyrocline tomentosa
• Alhagi maurorum
• Allium angulosum
• Anemonella thalictroides
• Erythrophleum chlorostachys
• Goniothalamus dolichocarpus
• Guettarda platypoda
• Helicia nilagirica
• Lessingianthus brevifolius
• Lobelia inflata
• Phaleria macrocarpa
• Pistacia chinensis
• Pulicaria insignis
• Shirakiopsis indica
• Taxus mairei
• Tecomella undulata

Cross-Links

• PubChem: 5321724
• NPASS: NPC234709
• LOTUS: LTS0197672
• wikiData: Q104975901