(1R,3R,4R,4aS,8aS)-3,4a,8,8-tetramethyl-4-[(2E)-3-methylpenta-2,4-dienyl]-2,4,5,6,7,8a-hexahydro-1H-naphthalene-1,3-diol

Details

• Internal ID: 36ee8fa2-7eb6-461f-a7af-330b5f1baea6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,3R,4R,4aS,8aS)-3,4a,8,8-tetramethyl-4-[(2E)-3-methylpenta-2,4-dienyl]-2,4,5,6,7,8a-hexahydro-1H-naphthalene-1,3-diol
• InChI: InChI=1S/C20H34O2/c1-7-14(2)9-10-16-19(5)12-8-11-18(3,4)17(19)15(21)13-20(16,6)22/h7,9,15-17,21-22H,1,8,10-13H2,2-6H3/b14-9+/t15-,16-,17+,19-,20-/m1/s1
• InChI Key: JWJHLNYNGRWWMS-MBZAJTDPSA-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: 5.40
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.7422	74.22%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.5260	52.60%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8274	82.74%
OATP1B3 inhibitior	+	0.9105	91.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6481	64.81%
P-glycoprotein inhibitior	-	0.8483	84.83%
P-glycoprotein substrate	-	0.7645	76.45%
CYP3A4 substrate	+	0.6200	62.00%
CYP2C9 substrate	-	0.7968	79.68%
CYP2D6 substrate	-	0.7741	77.41%
CYP3A4 inhibition	-	0.7555	75.55%
CYP2C9 inhibition	-	0.8247	82.47%
CYP2C19 inhibition	-	0.6048	60.48%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	-	0.8289	82.89%
CYP2C8 inhibition	-	0.7651	76.51%
CYP inhibitory promiscuity	-	0.6463	64.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6454	64.54%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9466	94.66%
Skin irritation	-	0.5469	54.69%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6416	64.16%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6290	62.90%
skin sensitisation	+	0.4933	49.33%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6451	64.51%
Acute Oral Toxicity (c)	I	0.7404	74.04%
Estrogen receptor binding	+	0.7621	76.21%
Androgen receptor binding	-	0.5608	56.08%
Thyroid receptor binding	+	0.6226	62.26%
Glucocorticoid receptor binding	+	0.7115	71.15%
Aromatase binding	+	0.6013	60.13%
PPAR gamma	+	0.5984	59.84%
Honey bee toxicity	-	0.7688	76.88%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9890	98.90%

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	95.61%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.81%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	91.48%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.54%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.16%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.28%	100.00%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	84.14%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.04%	95.50%
CHEMBL233	P35372	Mu opioid receptor	83.49%	97.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.43%	95.89%

Plants that contains it

• Koanophyllon conglobatum

Cross-Links

• PubChem: 162964606
• LOTUS: LTS0224729
• wikiData: Q105136188