(5S,8S)-3,8-dimethyl-5-prop-1-en-2-yl-5,6,7,8-tetrahydronaphthalene-1,2-diol

Details

• Internal ID: 0de2cace-d915-4af1-9495-450c9cb58ace
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (5S,8S)-3,8-dimethyl-5-prop-1-en-2-yl-5,6,7,8-tetrahydronaphthalene-1,2-diol
• SMILES (Canonical): CC1CCC(C2=C1C(=C(C(=C2)C)O)O)C(=C)C
• SMILES (Isomeric): C[C@H]1CC[C@H](C2=C1C(=C(C(=C2)C)O)O)C(=C)C
• InChI: InChI=1S/C15H20O2/c1-8(2)11-6-5-9(3)13-12(11)7-10(4)14(16)15(13)17/h7,9,11,16-17H,1,5-6H2,2-4H3/t9-,11-/m0/s1
• InChI Key: RSZOVYRXXYVNDQ-ONGXEEELSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.96
• 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	+	0.9928	99.28%
Caco-2	+	0.7745	77.45%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5219	52.19%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8884	88.84%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9397	93.97%
P-glycoprotein inhibitior	-	0.9456	94.56%
P-glycoprotein substrate	-	0.7777	77.77%
CYP3A4 substrate	-	0.5064	50.64%
CYP2C9 substrate	-	0.5816	58.16%
CYP2D6 substrate	+	0.3888	38.88%
CYP3A4 inhibition	-	0.8095	80.95%
CYP2C9 inhibition	-	0.5209	52.09%
CYP2C19 inhibition	+	0.5894	58.94%
CYP2D6 inhibition	-	0.7422	74.22%
CYP1A2 inhibition	+	0.8743	87.43%
CYP2C8 inhibition	-	0.7761	77.61%
CYP inhibitory promiscuity	+	0.6714	67.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5266	52.66%
Eye corrosion	-	0.9773	97.73%
Eye irritation	-	0.4919	49.19%
Skin irritation	-	0.5506	55.06%
Skin corrosion	-	0.7670	76.70%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5199	51.99%
Micronuclear	-	0.8741	87.41%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	+	0.5938	59.38%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8520	85.20%
Acute Oral Toxicity (c)	III	0.6631	66.31%
Estrogen receptor binding	-	0.5555	55.55%
Androgen receptor binding	+	0.7273	72.73%
Thyroid receptor binding	+	0.6244	62.44%
Glucocorticoid receptor binding	-	0.5280	52.80%
Aromatase binding	-	0.8084	80.84%
PPAR gamma	-	0.5683	56.83%
Honey bee toxicity	-	0.9175	91.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9964	99.64%

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	97.82%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.55%	91.49%
CHEMBL2581	P07339	Cathepsin D	90.01%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.80%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.08%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.01%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.36%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.27%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.13%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.86%	89.62%

Plants that contains it

• Guardiola platyphylla

Cross-Links

• PubChem: 11791082
• LOTUS: LTS0202071
• wikiData: Q105244992