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

Details

• Internal ID: 26d553c2-97b4-476a-90b0-967619da65cd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 8-(5-hydroxy-3-methylpent-3-enyl)-4,4,7,8a-tetramethyl-1,2,3,4a,5,8-hexahydronaphthalen-2-ol
• SMILES (Canonical): CC1=CCC2C(CC(CC2(C1CCC(=CCO)C)C)O)(C)C
• SMILES (Isomeric): CC1=CCC2C(CC(CC2(C1CCC(=CCO)C)C)O)(C)C
• InChI: InChI=1S/C20H34O2/c1-14(10-11-21)6-8-17-15(2)7-9-18-19(3,4)12-16(22)13-20(17,18)5/h7,10,16-18,21-22H,6,8-9,11-13H2,1-5H3
• InChI Key: HDOKDSAUCWGBQQ-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: 4.30
• 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	+	0.9951	99.51%
Caco-2	+	0.7715	77.15%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4893	48.93%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8876	88.76%
OATP1B3 inhibitior	+	0.9587	95.87%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6135	61.35%
BSEP inhibitior	-	0.6164	61.64%
P-glycoprotein inhibitior	-	0.7255	72.55%
P-glycoprotein substrate	-	0.7411	74.11%
CYP3A4 substrate	+	0.5789	57.89%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.7469	74.69%
CYP2C9 inhibition	-	0.9017	90.17%
CYP2C19 inhibition	-	0.8464	84.64%
CYP2D6 inhibition	-	0.9133	91.33%
CYP1A2 inhibition	-	0.8357	83.57%
CYP2C8 inhibition	-	0.6558	65.58%
CYP inhibitory promiscuity	-	0.6498	64.98%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6636	66.36%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9352	93.52%
Skin irritation	-	0.5984	59.84%
Skin corrosion	-	0.9709	97.09%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3846	38.46%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.7923	79.23%
skin sensitisation	+	0.4722	47.22%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6691	66.91%
Acute Oral Toxicity (c)	III	0.8699	86.99%
Estrogen receptor binding	+	0.7221	72.21%
Androgen receptor binding	-	0.5439	54.39%
Thyroid receptor binding	+	0.6002	60.02%
Glucocorticoid receptor binding	+	0.7114	71.14%
Aromatase binding	-	0.4914	49.14%
PPAR gamma	+	0.7254	72.54%
Honey bee toxicity	-	0.8891	88.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9548	95.48%

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	95.54%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.72%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.75%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.29%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.13%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	85.07%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.75%	95.56%
CHEMBL2581	P07339	Cathepsin D	80.14%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.04%	94.45%

Plants that contains it

• Baccharis gnidiifolia
• Ophryosporus floribundus
• Ophryosporus heptanthus
• Stevia ovata

Cross-Links

• PubChem: 163083158
• LOTUS: LTS0096796
• wikiData: Q105026455