6-(3-hydroxyprop-1-en-2-yl)-8a-methyl-4-methylidene-2,3,4a,5,7,8-hexahydro-1H-naphthalene-2,6-diol

Details

• Internal ID: a1849afe-d794-457b-9da0-784cca3a75e1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 6-(3-hydroxyprop-1-en-2-yl)-8a-methyl-4-methylidene-2,3,4a,5,7,8-hexahydro-1H-naphthalene-2,6-diol
• SMILES (Canonical): CC12CCC(CC1C(=C)CC(C2)O)(C(=C)CO)O
• SMILES (Isomeric): CC12CCC(CC1C(=C)CC(C2)O)(C(=C)CO)O
• InChI: InChI=1S/C15H24O3/c1-10-6-12(17)7-14(3)4-5-15(18,8-13(10)14)11(2)9-16/h12-13,16-18H,1-2,4-9H2,3H3
• InChI Key: FWFIRFWQECUTFI-UHFFFAOYSA-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: 1.80
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	+	0.5551	55.51%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5969	59.69%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.9076	90.76%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5871	58.71%
BSEP inhibitior	-	0.9275	92.75%
P-glycoprotein inhibitior	-	0.9455	94.55%
P-glycoprotein substrate	-	0.7092	70.92%
CYP3A4 substrate	+	0.5442	54.42%
CYP2C9 substrate	-	0.7574	75.74%
CYP2D6 substrate	-	0.7625	76.25%
CYP3A4 inhibition	-	0.7363	73.63%
CYP2C9 inhibition	-	0.7536	75.36%
CYP2C19 inhibition	-	0.7215	72.15%
CYP2D6 inhibition	-	0.8936	89.36%
CYP1A2 inhibition	-	0.7926	79.26%
CYP2C8 inhibition	-	0.8756	87.56%
CYP inhibitory promiscuity	-	0.7675	76.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6477	64.77%
Eye corrosion	-	0.9866	98.66%
Eye irritation	+	0.5415	54.15%
Skin irritation	-	0.6940	69.40%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5673	56.73%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5350	53.50%
skin sensitisation	-	0.7466	74.66%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5708	57.08%
Acute Oral Toxicity (c)	III	0.6977	69.77%
Estrogen receptor binding	-	0.6193	61.93%
Androgen receptor binding	-	0.5815	58.15%
Thyroid receptor binding	-	0.5642	56.42%
Glucocorticoid receptor binding	+	0.6114	61.14%
Aromatase binding	+	0.5696	56.96%
PPAR gamma	-	0.8464	84.64%
Honey bee toxicity	-	0.9275	92.75%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9537	95.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.35%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.91%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.56%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.05%	97.25%
CHEMBL1977	P11473	Vitamin D receptor	87.60%	99.43%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.76%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.21%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.80%	100.00%
CHEMBL233	P35372	Mu opioid receptor	82.17%	97.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.94%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.10%	82.69%

Plants that contains it

• Saussurea laniceps

Cross-Links

• PubChem: 72810465
• LOTUS: LTS0055611
• wikiData: Q105003206