1-[(1R,8aS)-7,8,8a-trihydroxy-2-methyl-6-propan-2-yl-1H-naphthalen-1-yl]-4-hydroxy-4-methylpentan-3-one

Details

• Internal ID: 0e6c2e2a-ec2f-4244-a367-cb9785728e5f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 1-[(1R,8aS)-7,8,8a-trihydroxy-2-methyl-6-propan-2-yl-1H-naphthalen-1-yl]-4-hydroxy-4-methylpentan-3-one
• SMILES (Canonical): CC1=CC=C2C=C(C(=C(C2(C1CCC(=O)C(C)(C)O)O)O)O)C(C)C
• SMILES (Isomeric): CC1=CC=C2C=C(C(=C([C@@]2([C@@H]1CCC(=O)C(C)(C)O)O)O)O)C(C)C
• InChI: InChI=1S/C20H28O5/c1-11(2)14-10-13-7-6-12(3)15(8-9-16(21)19(4,5)24)20(13,25)18(23)17(14)22/h6-7,10-11,15,22-25H,8-9H2,1-5H3/t15-,20-/m1/s1
• InChI Key: PAXBRBHXWXXRQV-FOIQADDNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9760	97.60%
Caco-2	-	0.6138	61.38%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7822	78.22%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8746	87.46%
OATP1B3 inhibitior	+	0.8683	86.83%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5845	58.45%
P-glycoprotein inhibitior	-	0.9234	92.34%
P-glycoprotein substrate	-	0.5325	53.25%
CYP3A4 substrate	+	0.5861	58.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8535	85.35%
CYP3A4 inhibition	-	0.8699	86.99%
CYP2C9 inhibition	-	0.7675	76.75%
CYP2C19 inhibition	-	0.7899	78.99%
CYP2D6 inhibition	-	0.8956	89.56%
CYP1A2 inhibition	-	0.7840	78.40%
CYP2C8 inhibition	-	0.7325	73.25%
CYP inhibitory promiscuity	-	0.7362	73.62%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6506	65.06%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8666	86.66%
Skin irritation	-	0.5173	51.73%
Skin corrosion	-	0.9101	91.01%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3724	37.24%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.6461	64.61%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7511	75.11%
Acute Oral Toxicity (c)	III	0.6799	67.99%
Estrogen receptor binding	+	0.6813	68.13%
Androgen receptor binding	+	0.5527	55.27%
Thyroid receptor binding	+	0.8002	80.02%
Glucocorticoid receptor binding	+	0.7158	71.58%
Aromatase binding	-	0.4850	48.50%
PPAR gamma	+	0.6458	64.58%
Honey bee toxicity	-	0.8563	85.63%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9379	93.79%

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	99.06%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.14%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.95%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.30%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.22%	97.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.52%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	82.97%	94.73%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.99%	90.93%

Plants that contains it

• Salvia eriophora
• Salvia limbata

Cross-Links

• PubChem: 162871381
• LOTUS: LTS0275749
• wikiData: Q105204917