Galanal B

Details

• Internal ID: 3e583260-043e-4275-b62c-7ee674f14622
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (4aS,6aS,7R,11aR,11bS)-7-hydroxy-4,4,11b-trimethyl-1,2,3,4a,5,6,7,8,11,11a-decahydrocyclohepta[a]naphthalene-6a,9-dicarbaldehyde
• SMILES (Canonical): CC1(CCCC2(C1CCC3(C2CC=C(CC3O)C=O)C=O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1CC[C@@]3([C@@H]2CC=C(C[C@H]3O)C=O)C=O)(C)C
• InChI: InChI=1S/C20H30O3/c1-18(2)8-4-9-19(3)15(18)7-10-20(13-22)16(19)6-5-14(12-21)11-17(20)23/h5,12-13,15-17,23H,4,6-11H2,1-3H3/t15-,16+,17+,19-,20-/m0/s1
• InChI Key: UDKRLAJJSYRYRU-NIMBFUQJSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 104113-52-2
• (4aS,6aS,7R,11aR,11bS)-7-hydroxy-4,4,11b-trimethyl-1,2,3,4a,5,6,7,8,11,11a-decahydrocyclohepta[a]naphthalene-6a,9-dicarbaldehyde
• DTXSID10146281
• (12E,15R)-15-Hydroxy-8,15-cyclolabd-12-ene-16,20-dial

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.7910	79.10%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8136	81.36%
OATP2B1 inhibitior	-	0.8645	86.45%
OATP1B1 inhibitior	+	0.8582	85.82%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.4708	47.08%
P-glycoprotein inhibitior	-	0.7606	76.06%
P-glycoprotein substrate	-	0.8529	85.29%
CYP3A4 substrate	+	0.6094	60.94%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8355	83.55%
CYP3A4 inhibition	-	0.7501	75.01%
CYP2C9 inhibition	-	0.7059	70.59%
CYP2C19 inhibition	-	0.6798	67.98%
CYP2D6 inhibition	-	0.9537	95.37%
CYP1A2 inhibition	-	0.8825	88.25%
CYP2C8 inhibition	-	0.6058	60.58%
CYP inhibitory promiscuity	-	0.9356	93.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5313	53.13%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9576	95.76%
Skin irritation	+	0.5872	58.72%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4508	45.08%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5709	57.09%
skin sensitisation	-	0.5450	54.50%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.8388	83.88%
Acute Oral Toxicity (c)	III	0.3518	35.18%
Estrogen receptor binding	+	0.8100	81.00%
Androgen receptor binding	+	0.5433	54.33%
Thyroid receptor binding	+	0.7511	75.11%
Glucocorticoid receptor binding	+	0.7383	73.83%
Aromatase binding	+	0.6882	68.82%
PPAR gamma	+	0.5556	55.56%
Honey bee toxicity	-	0.8953	89.53%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9935	99.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.99%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.97%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.08%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.82%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.72%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	84.60%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.97%	97.09%
CHEMBL5028	O14672	ADAM10	82.90%	97.50%
CHEMBL2581	P07339	Cathepsin D	82.23%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	80.44%	94.75%

Plants that contains it

• Acacia linarioides
• Aframomum alboviolaceum
• Aframomum sulcatum
• Aframomum zambesiacum
• Alpinia galanga
• Anadenanthera colubrina
• Aquilegia viridiflora
• Astragalus kabadianus
• Brombya platynema
• Cerbera odollam
• Cichorium endivia
• Clinopodium gracile
• Coelogyne prolifera
• Daphne arisanensis
• Denhamia disperma
• Guadua angustifolia
• Hedychium coronarium
• Jaborosa leucotricha
• Kiggelaria africana
• Lippia abyssinica
• Lupinus luteus
• Morinda morindoides
• Perymenium jelskii
• Phenax angustifolius
• Potentilla candicans
• Prunus mahaleb
• Rhamnus cathartica
• Rhamnus formosana
• Senecio ruwenzoriensis
• Senna didymobotrya
• Spiraea formosana
• Strychnos elaeocarpa
• Strychnos wallichiana
• Tinadendron noumeanum
• Trichilia havanensis
• Tripterospermum lanceolatum
• Vachellia leucophloea
• Veronica liwanensis
• Viburnum betulifolium
• Zingiber mioga

Cross-Links

• PubChem: 3086504
• NPASS: NPC106021
• LOTUS: LTS0160053
• wikiData: Q83011065