8-(5-Hydroxy-3-methylpent-3-enyl)-4,4a,7,8-tetramethyl-1,2,5,6,7,8a-hexahydronaphthalen-2-ol

Details

• Internal ID: a0a791bb-d9f4-45fd-b353-2e475fc103d5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 8-(5-hydroxy-3-methylpent-3-enyl)-4,4a,7,8-tetramethyl-1,2,5,6,7,8a-hexahydronaphthalen-2-ol
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(=CCO)C)CC(C=C2C)O)C
• SMILES (Isomeric): CC1CCC2(C(C1(C)CCC(=CCO)C)CC(C=C2C)O)C
• InChI: InChI=1S/C20H34O2/c1-14(8-11-21)6-9-19(4)15(2)7-10-20(5)16(3)12-17(22)13-18(19)20/h8,12,15,17-18,21-22H,6-7,9-11,13H2,1-5H3
• InChI Key: XMXZMGSJOGJQKM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 2
• 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	+	0.9946	99.46%
Caco-2	+	0.8037	80.37%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.5447	54.47%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8666	86.66%
OATP1B3 inhibitior	+	0.9646	96.46%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5635	56.35%
BSEP inhibitior	-	0.5208	52.08%
P-glycoprotein inhibitior	-	0.7824	78.24%
P-glycoprotein substrate	-	0.7299	72.99%
CYP3A4 substrate	+	0.6084	60.84%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.5871	58.71%
CYP2C9 inhibition	-	0.8907	89.07%
CYP2C19 inhibition	-	0.8335	83.35%
CYP2D6 inhibition	-	0.9054	90.54%
CYP1A2 inhibition	-	0.7677	76.77%
CYP2C8 inhibition	-	0.6424	64.24%
CYP inhibitory promiscuity	-	0.6900	69.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6330	63.30%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9398	93.98%
Skin irritation	-	0.5748	57.48%
Skin corrosion	-	0.9725	97.25%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7888	78.88%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6233	62.33%
skin sensitisation	-	0.6341	63.41%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8622	86.22%
Acute Oral Toxicity (c)	III	0.8792	87.92%
Estrogen receptor binding	+	0.6128	61.28%
Androgen receptor binding	+	0.5388	53.88%
Thyroid receptor binding	+	0.7104	71.04%
Glucocorticoid receptor binding	+	0.6111	61.11%
Aromatase binding	+	0.6252	62.52%
PPAR gamma	+	0.5514	55.14%
Honey bee toxicity	-	0.8482	84.82%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9384	93.84%

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	96.06%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.43%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.71%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.18%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.74%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	86.22%	97.79%
CHEMBL1937	Q92769	Histone deacetylase 2	84.57%	94.75%
CHEMBL2581	P07339	Cathepsin D	81.11%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.74%	83.57%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.06%	96.61%

Plants that contains it

• Baccharis boliviensis

Cross-Links

• PubChem: 163049775
• LOTUS: LTS0048229
• wikiData: Q105331508