Aspermytin A

Details

• Internal ID: 4b864b47-ff48-4b65-bec2-c171940fea29
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Ketones > Beta-hydroxy ketones
• IUPAC Name: 1-[(1R,2R,4aR,6S,8aS)-2-hydroxy-1,2,6-trimethyl-4a,5,6,7,8,8a-hexahydronaphthalen-1-yl]-3-hydroxypropan-1-one
• SMILES (Canonical): CC1CCC2C(C1)C=CC(C2(C)C(=O)CCO)(C)O
• SMILES (Isomeric): C[C@H]1CC[C@H]2[C@H](C1)C=C[C@@]([C@]2(C)C(=O)CCO)(C)O
• InChI: InChI=1S/C16H26O3/c1-11-4-5-13-12(10-11)6-8-15(2,19)16(13,3)14(18)7-9-17/h6,8,11-13,17,19H,4-5,7,9-10H2,1-3H3/t11-,12-,13-,15+,16-/m0/s1
• InChI Key: RYBXJAJHOPCXHS-RDUHTLEXSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₃
• Molecular Weight: 266.38 g/mol
• Exact Mass: 266.18819469 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• (+)-Aspermytin A
• CHEMBL4162012
• CHEBI:181609
• AKOS040738534
• NCGC00380110-01
• 1-[(1R,2R,4aR,6S,8aS)-2-hydroxy-1,2,6-trimethyl-4a,5,6,7,8,8a-hexahydronaphthalen-1-yl]-3-hydroxypropan-1-one
• NCGC00380110-01_C16H26O3_1-Propanone, 3-hydroxy-1-[(1R,2R,4aR,6S,8aS)-1,2,4a,5,6,7,8,8a-octahydro-2-hydroxy-1,2,6-trimethyl-1-naphthalenyl]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.8810	88.10%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6948	69.48%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.8955	89.55%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5734	57.34%
BSEP inhibitior	-	0.7005	70.05%
P-glycoprotein inhibitior	-	0.9573	95.73%
P-glycoprotein substrate	-	0.8042	80.42%
CYP3A4 substrate	+	0.6076	60.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	-	0.6701	67.01%
CYP2C9 inhibition	-	0.8168	81.68%
CYP2C19 inhibition	-	0.8665	86.65%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.6632	66.32%
CYP2C8 inhibition	-	0.8231	82.31%
CYP inhibitory promiscuity	-	0.8911	89.11%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6470	64.70%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9540	95.40%
Skin irritation	-	0.5226	52.26%
Skin corrosion	-	0.9699	96.99%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5252	52.52%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5660	56.60%
skin sensitisation	-	0.7996	79.96%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8090	80.90%
Acute Oral Toxicity (c)	III	0.7752	77.52%
Estrogen receptor binding	-	0.6537	65.37%
Androgen receptor binding	-	0.5566	55.66%
Thyroid receptor binding	+	0.6380	63.80%
Glucocorticoid receptor binding	-	0.5524	55.24%
Aromatase binding	+	0.5867	58.67%
PPAR gamma	-	0.7691	76.91%
Honey bee toxicity	-	0.8472	84.72%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9520	95.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.05%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.10%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.42%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.01%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.67%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	82.86%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.51%	100.00%

Plants that contains it

• Achillea macrophylla
• Agave aurea
• Ageratina havanensis
• Ajuga spectabilis
• Alstroemeria revoluta
• Astragalus tragacantha
• Baphia nitida
• Chamaecyparis lawsoniana
• Corynanthe mayumbensis
• Crataegus viridis var. ovata
• Crinum erubescens
• Cylindrolobus foetidus
• Emilia sonchifolia
• Encephalartos altensteinii
• Euphorbia kamerunica
• Euphorbia marginata
• Excoecaria oppositifolia
• Gardenia collinsae
• Grindelia hirsutula
• Gymnosporia senegalensis
• Jungermannia hyalina
• Kobresia nepalensis
• Ligularia muliensis
• Marrubium alysson
• Melaleuca viminalis
• Melampodium americanum
• Neolitsea aciculata
• Neolitsea pulchella
• Nuphar lutea
• Pentzia incana
• Prangos pabularia
• Selliguea feei
• Shuteria vestita
• Simaba orinocensis
• Stevia chamaedrys
• Teucrium oxylepis
• Thelypteris triphylla
• Trifolium subterraneum
• Trillium camschatcense
• Ursinia abrotanifolia

Cross-Links

• PubChem: 9993091
• NPASS: NPC62049
• LOTUS: LTS0143959
• wikiData: Q77483525