Agathadiol

Details

• Internal ID: 0dcc424a-04c4-4ad6-b269-62434e83c96c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (E)-5-[(1S,4aR,5S,8aR)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-en-1-ol
• SMILES (Canonical): CC(=CCO)CCC1C(=C)CCC2C1(CCCC2(C)CO)C
• SMILES (Isomeric): C/C(=C\CO)/CC[C@H]1C(=C)CC[C@@H]2[C@@]1(CCC[C@]2(C)CO)C
• InChI: InChI=1S/C20H34O2/c1-15(10-13-21)6-8-17-16(2)7-9-18-19(3,14-22)11-5-12-20(17,18)4/h10,17-18,21-22H,2,5-9,11-14H2,1,3-4H3/b15-10+/t17-,18-,19+,20+/m0/s1
• InChI Key: MJHWZTRFACWHTA-AKZLODSSSA-N
• Popularity: 22 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: 4.70
• Atomic LogP (AlogP): 4.48
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 1857-24-5
• (E)-5-[(1S,4aR,5S,8aR)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-en-1-ol
• [1S,8aalpha,(+)]-Decahydro-5beta-[(E)-5-hydroxy-3-methyl-3-pentenyl]-1,4abeta-dimethyl-6-methylene-1-naphthale
• Agathenediol
• Labda-8(20),13-diene-15,19-diol, (E)-
• CHEMBL4633467
• 1-Naphthalenemethanol, decahydro-5-(5-hydroxy-3-methyl-3-pentenyl)-1,4a-dimethyl-6-methylene-, [1S-[1.alpha.,4a.alpha.,5.alpha.(E),8a.beta.]]-
• Labdane-8(20),13-diene-15,19-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	+	0.8202	82.02%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.6605	66.05%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8282	82.82%
OATP1B3 inhibitior	+	0.8561	85.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5843	58.43%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7662	76.62%
P-glycoprotein substrate	-	0.8069	80.69%
CYP3A4 substrate	+	0.6012	60.12%
CYP2C9 substrate	-	0.7664	76.64%
CYP2D6 substrate	-	0.7388	73.88%
CYP3A4 inhibition	-	0.6023	60.23%
CYP2C9 inhibition	-	0.6733	67.33%
CYP2C19 inhibition	-	0.6416	64.16%
CYP2D6 inhibition	-	0.8918	89.18%
CYP1A2 inhibition	-	0.8090	80.90%
CYP2C8 inhibition	+	0.4700	47.00%
CYP inhibitory promiscuity	-	0.6149	61.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6400	64.00%
Eye corrosion	-	0.9636	96.36%
Eye irritation	-	0.7909	79.09%
Skin irritation	-	0.8015	80.15%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7664	76.64%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.5396	53.96%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7780	77.80%
Acute Oral Toxicity (c)	III	0.6206	62.06%
Estrogen receptor binding	+	0.6131	61.31%
Androgen receptor binding	+	0.6471	64.71%
Thyroid receptor binding	+	0.6133	61.33%
Glucocorticoid receptor binding	+	0.6657	66.57%
Aromatase binding	+	0.5643	56.43%
PPAR gamma	+	0.6009	60.09%
Honey bee toxicity	-	0.8755	87.55%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9956	99.56%

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	96.72%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.96%	97.25%
CHEMBL1977	P11473	Vitamin D receptor	91.23%	99.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.27%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.07%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.10%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.59%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.43%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.98%	97.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.62%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.81%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	80.18%	94.75%

Plants that contains it

• Anodendron affine
• Breonia chinensis
• Calocedrus formosana
• Campylotropis hirtella
• Cedrela salvadorensis
• Ceropegia dichotoma
• Crinum moorei
• Crotalaria candicans
• Cryptomeria japonica
• Cupressus sempervirens
• Dendrobium loddigesii
• Distephanus angulifolius
• Eucalyptus apodophylla
• Galium latoramosum
• Garcinia gummi-gutta
• Glycosmis macrophylla
• Gypsophila perfoliata
• Hertia cheirifolia
• Hypericum polyanthemum
• Juniperus communis
• Juniperus drupacea
• Juniperus thurifera
• Licaria chrysophylla
• Lophostemon confertus
• Mentha × gentilis
• Ononis spinosa
• Orbivestus karaguensis
• Ormosia hosiei
• Ornithoglossum viride
• Pentaclethra macrophylla
• Periploca sepium
• Petasites radiatus
• Pinalia japonica
• Pinus contorta
• Pinus sibirica
• Plectranthus hereroensis
• Pterocaulon virgatum
• Rhodiola semenovii
• Salvia sessei
• Schizanthus tricolor
• Sonneratia caseolaris
• Sphaeranthus confertifolius
• Stephania zippeliana
• Veronica polita

Cross-Links

• PubChem: 15558517
• NPASS: NPC143765
• LOTUS: LTS0252332
• wikiData: Q104400462