Taxamairin B

Details

• Internal ID: 05c89fe1-e79a-4729-933e-3a66590f052c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 14,15-dimethoxy-7,7-dimethyl-13-propan-2-yltricyclo[9.4.0.03,8]pentadeca-1(15),2,4,8,11,13-hexaene-6,10-dione
• SMILES (Canonical): CC(C)C1=C(C(=C2C=C3C=CC(=O)C(C3=CC(=O)C2=C1)(C)C)OC)OC
• SMILES (Isomeric): CC(C)C1=C(C(=C2C=C3C=CC(=O)C(C3=CC(=O)C2=C1)(C)C)OC)OC
• InChI: InChI=1S/C22H24O4/c1-12(2)14-10-15-16(21(26-6)20(14)25-5)9-13-7-8-19(24)22(3,4)17(13)11-18(15)23/h7-12H,1-6H3
• InChI Key: LDBQEVDAHSVWKL-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₄
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.16745924 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.21
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 110300-77-1
• Taxamairin-B
• 14,15-dimethoxy-7,7-dimethyl-13-propan-2-yltricyclo[9.4.0.03,8]pentadeca-1(15),2,4,8,11,13-hexaene-6,10-dione
• DTXSID00149206
• 1H-Dibenzo(a,d)cycloheptene-2,10-dione, 6,7-dimethoxy-1,1-dimethyl-8-(1-methylethyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.8613	86.13%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7738	77.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8939	89.39%
OATP1B3 inhibitior	+	0.9631	96.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8205	82.05%
P-glycoprotein inhibitior	+	0.6324	63.24%
P-glycoprotein substrate	-	0.7379	73.79%
CYP3A4 substrate	+	0.5893	58.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8387	83.87%
CYP3A4 inhibition	+	0.9213	92.13%
CYP2C9 inhibition	-	0.6503	65.03%
CYP2C19 inhibition	+	0.5529	55.29%
CYP2D6 inhibition	-	0.8486	84.86%
CYP1A2 inhibition	+	0.7644	76.44%
CYP2C8 inhibition	-	0.7639	76.39%
CYP inhibitory promiscuity	+	0.5800	58.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9238	92.38%
Carcinogenicity (trinary)	Non-required	0.4728	47.28%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.5673	56.73%
Skin irritation	-	0.8225	82.25%
Skin corrosion	-	0.9675	96.75%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4410	44.10%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8330	83.30%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.4881	48.81%
Acute Oral Toxicity (c)	III	0.6306	63.06%
Estrogen receptor binding	+	0.8670	86.70%
Androgen receptor binding	+	0.6409	64.09%
Thyroid receptor binding	+	0.6943	69.43%
Glucocorticoid receptor binding	+	0.6606	66.06%
Aromatase binding	+	0.6227	62.27%
PPAR gamma	+	0.8031	80.31%
Honey bee toxicity	-	0.7419	74.19%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9966	99.66%

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	98.50%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.06%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.72%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.99%	96.77%
CHEMBL2535	P11166	Glucose transporter	88.80%	98.75%
CHEMBL1907	P15144	Aminopeptidase N	87.59%	93.31%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.32%	99.15%
CHEMBL2581	P07339	Cathepsin D	86.28%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.31%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.58%	94.00%
CHEMBL290	Q13370	Phosphodiesterase 3B	83.29%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.58%	93.99%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.31%	91.07%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.25%	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: 130632
• NPASS: NPC165550
• LOTUS: LTS0024481
• wikiData: Q83014928