(1S,2R,4aR,8aR)-2,5,5,8a-tetramethyl-1-[(3S)-3-methylpent-4-enyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol

Details

• Internal ID: ab5bdc7e-d917-4a2e-b6ba-4e3c8a13b1b7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,2R,4aR,8aR)-2,5,5,8a-tetramethyl-1-[(3S)-3-methylpent-4-enyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
• SMILES (Canonical): CC(CCC1C2(CCCC(C2CCC1(C)O)(C)C)C)C=C
• SMILES (Isomeric): C[C@@H](CC[C@H]1[C@@]2(CCCC([C@H]2CC[C@@]1(C)O)(C)C)C)C=C
• InChI: InChI=1S/C20H36O/c1-7-15(2)9-10-17-19(5)13-8-12-18(3,4)16(19)11-14-20(17,6)21/h7,15-17,21H,1,8-14H2,2-6H3/t15-,16-,17+,19-,20-/m1/s1
• InChI Key: KKTBXRFTXPLJNN-HPUSYDDDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₆O
• Molecular Weight: 292.50 g/mol
• Exact Mass: 292.276615768 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.58
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.6544	65.44%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4543	45.43%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.8635	86.35%
OATP1B3 inhibitior	+	0.9189	91.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6496	64.96%
P-glycoprotein inhibitior	-	0.8489	84.89%
P-glycoprotein substrate	-	0.8824	88.24%
CYP3A4 substrate	+	0.5827	58.27%
CYP2C9 substrate	+	0.5024	50.24%
CYP2D6 substrate	-	0.7533	75.33%
CYP3A4 inhibition	-	0.7962	79.62%
CYP2C9 inhibition	-	0.8168	81.68%
CYP2C19 inhibition	-	0.6113	61.13%
CYP2D6 inhibition	-	0.9582	95.82%
CYP1A2 inhibition	-	0.7773	77.73%
CYP2C8 inhibition	-	0.7914	79.14%
CYP inhibitory promiscuity	-	0.8168	81.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7209	72.09%
Eye corrosion	-	0.9680	96.80%
Eye irritation	-	0.8526	85.26%
Skin irritation	+	0.5722	57.22%
Skin corrosion	-	0.9072	90.72%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5455	54.55%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5749	57.49%
skin sensitisation	+	0.6996	69.96%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6823	68.23%
Acute Oral Toxicity (c)	III	0.8860	88.60%
Estrogen receptor binding	+	0.6529	65.29%
Androgen receptor binding	-	0.6991	69.91%
Thyroid receptor binding	+	0.5943	59.43%
Glucocorticoid receptor binding	+	0.6666	66.66%
Aromatase binding	-	0.5544	55.44%
PPAR gamma	+	0.5550	55.50%
Honey bee toxicity	-	0.8667	86.67%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9914	99.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.21%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.29%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.66%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	89.72%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.32%	82.69%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	87.01%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.56%	98.95%
CHEMBL325	Q13547	Histone deacetylase 1	86.56%	95.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.93%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.10%	100.00%
CHEMBL206	P03372	Estrogen receptor alpha	84.97%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.59%	95.89%
CHEMBL5203	P33316	dUTP pyrophosphatase	84.33%	99.18%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.20%	95.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.70%	96.61%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.64%	96.47%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.21%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.95%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.80%	97.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.73%	96.38%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	81.44%	97.34%
CHEMBL4302	P08183	P-glycoprotein 1	81.34%	92.98%
CHEMBL238	Q01959	Dopamine transporter	81.23%	95.88%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.66%	98.33%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.37%	95.36%

Plants that contains it

• Aristolochia cymbifera

Cross-Links

• PubChem: 162958674
• LOTUS: LTS0036236
• wikiData: Q105142360