Wakodecaline B

Details

• Internal ID: 2da2607b-bdfa-4e8b-b8fe-b0daffec2400
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2R)-2-[[(2S,3R,3aS,5aR,7S,9aS,9bR)-4,7,9b-trimethyl-1-oxo-3-[(E)-3-oxobut-1-enyl]-3,3a,5a,6,7,8,9,9a-octahydro-2H-cyclopenta[a]naphthalene-2-carbonyl]-methylamino]-3-hydroxypropanoic acid
• InChI: InChI=1S/C25H35NO6/c1-13-6-9-18-16(10-13)11-14(2)21-17(8-7-15(3)28)20(22(29)25(18,21)4)23(30)26(5)19(12-27)24(31)32/h7-8,11,13,16-21,27H,6,9-10,12H2,1-5H3,(H,31,32)/b8-7+/t13-,16+,17-,18-,19+,20-,21+,25+/m0/s1
• InChI Key: ARANVBSJVTTXRP-KGMUJOTPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₅NO₆
• Molecular Weight: 445.50 g/mol
• Exact Mass: 445.24643784 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9461	94.61%
Caco-2	-	0.6293	62.93%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7075	70.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8561	85.61%
OATP1B3 inhibitior	+	0.9177	91.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7602	76.02%
BSEP inhibitior	+	0.6120	61.20%
P-glycoprotein inhibitior	-	0.4469	44.69%
P-glycoprotein substrate	+	0.5338	53.38%
CYP3A4 substrate	+	0.7077	70.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8998	89.98%
CYP3A4 inhibition	-	0.8899	88.99%
CYP2C9 inhibition	-	0.7749	77.49%
CYP2C19 inhibition	-	0.8252	82.52%
CYP2D6 inhibition	-	0.8945	89.45%
CYP1A2 inhibition	-	0.8013	80.13%
CYP2C8 inhibition	-	0.6268	62.68%
CYP inhibitory promiscuity	-	0.7023	70.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5847	58.47%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9674	96.74%
Skin irritation	-	0.7389	73.89%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.5307	53.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.6306	63.06%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.6342	63.42%
skin sensitisation	-	0.8648	86.48%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7769	77.69%
Acute Oral Toxicity (c)	III	0.6329	63.29%
Estrogen receptor binding	+	0.6490	64.90%
Androgen receptor binding	+	0.6568	65.68%
Thyroid receptor binding	-	0.6016	60.16%
Glucocorticoid receptor binding	+	0.6925	69.25%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6329	63.29%
Honey bee toxicity	-	0.7283	72.83%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6053	60.53%
Fish aquatic toxicity	+	0.9652	96.52%

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	97.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.40%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.16%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.05%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.22%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.56%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	83.22%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.96%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.85%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.52%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.08%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589498
• LOTUS: LTS0183479
• wikiData: Q104917205