Taxusabietane D

Details

• Internal ID: 2c7fec68-357d-4737-9274-80d64b3040c2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[[(4bR,8aR,10S)-10-acetyloxy-4b-(acetyloxymethyl)-4-hydroxy-8,8-dimethyl-7-oxo-2-propan-2-yl-6,8a,9,10-tetrahydro-5H-phenanthren-3-yl]oxy]oxan-2-yl]methyl acetate
• SMILES (Canonical): CC(C)C1=C(C(=C2C(=C1)C(CC3C2(CCC(=O)C3(C)C)COC(=O)C)OC(=O)C)O)OC4C(C(C(C(O4)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(C)C1=C(C(=C2C(=C1)[C@H](C[C@@H]3[C@@]2(CCC(=O)C3(C)C)COC(=O)C)OC(=O)C)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C38H50O16/c1-17(2)24-13-25-26(49-20(5)41)14-28-37(9,10)29(45)11-12-38(28,16-48-19(4)40)30(25)31(46)32(24)54-36-35(52-23(8)44)34(51-22(7)43)33(50-21(6)42)27(53-36)15-47-18(3)39/h13,17,26-28,33-36,46H,11-12,14-16H2,1-10H3/t26-,27+,28-,33+,34-,35+,36-,38+/m0/s1
• InChI Key: CXTTYCULUTUTIW-ZDVSSSEGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₀O₁₆
• Molecular Weight: 762.80 g/mol
• Exact Mass: 762.30988550 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 16
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9113	91.13%
Caco-2	-	0.8310	83.10%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8878	88.78%
OATP2B1 inhibitior	-	0.7100	71.00%
OATP1B1 inhibitior	+	0.7758	77.58%
OATP1B3 inhibitior	+	0.8961	89.61%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9316	93.16%
P-glycoprotein inhibitior	+	0.8140	81.40%
P-glycoprotein substrate	-	0.5245	52.45%
CYP3A4 substrate	+	0.7146	71.46%
CYP2C9 substrate	-	0.5846	58.46%
CYP2D6 substrate	-	0.8555	85.55%
CYP3A4 inhibition	-	0.9179	91.79%
CYP2C9 inhibition	-	0.5972	59.72%
CYP2C19 inhibition	+	0.5123	51.23%
CYP2D6 inhibition	-	0.9571	95.71%
CYP1A2 inhibition	-	0.5314	53.14%
CYP2C8 inhibition	+	0.6476	64.76%
CYP inhibitory promiscuity	-	0.8813	88.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6805	68.05%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9023	90.23%
Skin irritation	-	0.8252	82.52%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3908	39.08%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7011	70.11%
skin sensitisation	-	0.9048	90.48%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8542	85.42%
Acute Oral Toxicity (c)	III	0.5432	54.32%
Estrogen receptor binding	+	0.7894	78.94%
Androgen receptor binding	+	0.7050	70.50%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7950	79.50%
Aromatase binding	+	0.7151	71.51%
PPAR gamma	+	0.7397	73.97%
Honey bee toxicity	-	0.6961	69.61%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9793	97.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.19%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.42%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.20%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.22%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.30%	85.14%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	93.03%	91.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.25%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.95%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	90.39%	95.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.21%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.19%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.63%	82.69%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.30%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.17%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	84.93%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.68%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.81%	93.56%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	83.53%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.16%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.83%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	82.04%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.91%	100.00%

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: 100952779
• NPASS: NPC182080
• LOTUS: LTS0010858
• wikiData: Q104972140