Ganomastenol D

Details

• Internal ID: 74e94206-77f3-42a3-94df-cfca511931b8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2S,3S,4aS,8aS)-7-(hydroxymethyl)-4-methylidene-1-propan-2-yl-2,3,4a,5,6,8a-hexahydro-1H-naphthalene-2,3-diol
• SMILES (Canonical): CC(C)C1C2C=C(CCC2C(=C)C(C1O)O)CO
• SMILES (Isomeric): CC(C)[C@@H]1[C@H]2C=C(CC[C@@H]2C(=C)[C@@H]([C@H]1O)O)CO
• InChI: InChI=1S/C15H24O3/c1-8(2)13-12-6-10(7-16)4-5-11(12)9(3)14(17)15(13)18/h6,8,11-18H,3-5,7H2,1-2H3/t11-,12+,13-,14+,15+/m1/s1
• InChI Key: UVTLHLFAIAGPPT-SEBNEYGDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• (1R,2S,3S,4aS,8aS)-7-(hydroxymethyl)-4-methylidene-1-propan-2-yl-2,3,4a,5,6,8a-hexahydro-1H-naphthalene-2,3-diol
• RefChem:142578
• 168986-53-6
• CHEBI:204575

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9775	97.75%
Caco-2	-	0.6189	61.89%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8076	80.76%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.8937	89.37%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8052	80.52%
BSEP inhibitior	-	0.9878	98.78%
P-glycoprotein inhibitior	-	0.9391	93.91%
P-glycoprotein substrate	-	0.7717	77.17%
CYP3A4 substrate	-	0.5365	53.65%
CYP2C9 substrate	-	0.8066	80.66%
CYP2D6 substrate	-	0.7234	72.34%
CYP3A4 inhibition	-	0.7312	73.12%
CYP2C9 inhibition	-	0.5707	57.07%
CYP2C19 inhibition	-	0.6242	62.42%
CYP2D6 inhibition	-	0.7567	75.67%
CYP1A2 inhibition	+	0.5522	55.22%
CYP2C8 inhibition	-	0.9163	91.63%
CYP inhibitory promiscuity	-	0.5530	55.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6977	69.77%
Eye corrosion	-	0.9696	96.96%
Eye irritation	-	0.7748	77.48%
Skin irritation	-	0.7640	76.40%
Skin corrosion	-	0.9073	90.73%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5356	53.56%
Micronuclear	-	0.7932	79.32%
Hepatotoxicity	+	0.5774	57.74%
skin sensitisation	-	0.5670	56.70%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8794	87.94%
Acute Oral Toxicity (c)	III	0.6300	63.00%
Estrogen receptor binding	-	0.7349	73.49%
Androgen receptor binding	-	0.5834	58.34%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5457	54.57%
Aromatase binding	-	0.7214	72.14%
PPAR gamma	-	0.7521	75.21%
Honey bee toxicity	-	0.9382	93.82%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9613	96.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.30%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.56%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.98%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	92.68%	95.93%
CHEMBL4040	P28482	MAP kinase ERK2	91.19%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.69%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.48%	97.09%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	87.26%	97.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.75%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.40%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.14%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.12%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15767796
• LOTUS: LTS0165113
• wikiData: Q105120955