(1S,2R,4aS,5R,8aS)-5-[2-(furan-3-yl)ethyl]-1-(hydroxymethyl)-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-ol

Details

• Internal ID: 43912a50-1ce2-41d9-b2f7-5baad1a64268
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1S,2R,4aS,5R,8aS)-5-[2-(furan-3-yl)ethyl]-1-(hydroxymethyl)-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-ol
• SMILES (Canonical): CC12CCC(C(C1CCC(=C)C2CCC3=COC=C3)(C)CO)O
• SMILES (Isomeric): C[C@@]12CC[C@H]([C@]([C@H]1CCC(=C)[C@H]2CCC3=COC=C3)(C)CO)O
• InChI: InChI=1S/C20H30O3/c1-14-4-7-17-19(2,10-8-18(22)20(17,3)13-21)16(14)6-5-15-9-11-23-12-15/h9,11-12,16-18,21-22H,1,4-8,10,13H2,2-3H3/t16-,17+,18-,19+,20-/m1/s1
• InChI Key: PZEBEPMPLUJJRI-UJMXGEILSA-N
• Popularity: 0 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): 53.60 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.95
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.7836	78.36%
Blood Brain Barrier	+	0.7605	76.05%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4901	49.01%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8015	80.15%
OATP1B3 inhibitior	+	0.9640	96.40%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.5889	58.89%
BSEP inhibitior	-	0.4856	48.56%
P-glycoprotein inhibitior	-	0.7359	73.59%
P-glycoprotein substrate	-	0.6910	69.10%
CYP3A4 substrate	+	0.6680	66.80%
CYP2C9 substrate	-	0.6254	62.54%
CYP2D6 substrate	-	0.6825	68.25%
CYP3A4 inhibition	+	0.5148	51.48%
CYP2C9 inhibition	-	0.7978	79.78%
CYP2C19 inhibition	-	0.7292	72.92%
CYP2D6 inhibition	-	0.9000	90.00%
CYP1A2 inhibition	-	0.7485	74.85%
CYP2C8 inhibition	+	0.5725	57.25%
CYP inhibitory promiscuity	-	0.5382	53.82%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5750	57.50%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9182	91.82%
Skin irritation	-	0.6465	64.65%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.7740	77.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.8721	87.21%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8331	83.31%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6562	65.62%
Acute Oral Toxicity (c)	III	0.4231	42.31%
Estrogen receptor binding	+	0.7454	74.54%
Androgen receptor binding	+	0.7281	72.81%
Thyroid receptor binding	+	0.7259	72.59%
Glucocorticoid receptor binding	+	0.8046	80.46%
Aromatase binding	+	0.6245	62.45%
PPAR gamma	+	0.5340	53.40%
Honey bee toxicity	-	0.8842	88.42%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5968	59.68%
Fish aquatic toxicity	+	0.9864	98.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.79%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.34%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.49%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.70%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.99%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.77%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	85.47%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.85%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.36%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.93%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.78%	92.62%

Plants that contains it

• Gutierrezia grandis
• Gutierrezia sarothrae

Cross-Links

• PubChem: 101321338
• LOTUS: LTS0235808
• wikiData: Q105216929