(1S,8abeta)-2alpha-Isopropenyl-4aalpha-methyl-8-methylenedecahydronaphthalene-1beta,5alpha-diol

Details

• Internal ID: 5e968b39-17f5-4e31-a42d-99548223cc55
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (1S,2S,4aR,5R,8aS)-4a-methyl-8-methylidene-2-prop-1-en-2-yl-1,2,3,4,5,6,7,8a-octahydronaphthalene-1,5-diol
• SMILES (Canonical): CC(=C)C1CCC2(C(CCC(=C)C2C1O)O)C
• SMILES (Isomeric): CC(=C)[C@@H]1CC[C@]2([C@@H](CCC(=C)[C@@H]2[C@H]1O)O)C
• InChI: InChI=1S/C15H24O2/c1-9(2)11-7-8-15(4)12(16)6-5-10(3)13(15)14(11)17/h11-14,16-17H,1,3,5-8H2,2,4H3/t11-,12+,13+,14-,15-/m0/s1
• InChI Key: PHSSFOKFPYJENE-QRTUWBSPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	-	0.5283	52.83%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4902	49.02%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9296	92.96%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6099	60.99%
BSEP inhibitior	-	0.9246	92.46%
P-glycoprotein inhibitior	-	0.9447	94.47%
P-glycoprotein substrate	-	0.8488	84.88%
CYP3A4 substrate	+	0.5873	58.73%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.6526	65.26%
CYP2C9 inhibition	-	0.9101	91.01%
CYP2C19 inhibition	-	0.7244	72.44%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	-	0.7231	72.31%
CYP2C8 inhibition	-	0.8631	86.31%
CYP inhibitory promiscuity	-	0.8026	80.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5146	51.46%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.5567	55.67%
Skin irritation	-	0.5250	52.50%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.6923	69.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.4659	46.59%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	+	0.6018	60.18%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7017	70.17%
Acute Oral Toxicity (c)	III	0.7518	75.18%
Estrogen receptor binding	-	0.5162	51.62%
Androgen receptor binding	+	0.5481	54.81%
Thyroid receptor binding	-	0.6199	61.99%
Glucocorticoid receptor binding	-	0.4819	48.19%
Aromatase binding	-	0.6475	64.75%
PPAR gamma	-	0.7129	71.29%
Honey bee toxicity	-	0.9094	90.94%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9889	98.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.34%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.15%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.43%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.51%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.07%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	87.90%	90.17%
CHEMBL1977	P11473	Vitamin D receptor	85.16%	99.43%
CHEMBL2581	P07339	Cathepsin D	85.07%	98.95%
CHEMBL1871	P10275	Androgen Receptor	84.60%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.84%	95.89%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.43%	90.24%

Plants that contains it

• Conioselinum smithii

Cross-Links

• PubChem: 102403349
• NPASS: NPC55326
• LOTUS: LTS0058544
• wikiData: Q105209190