(3S,8S,14R)-7,7,14-trimethyl-16-oxatetracyclo[9.7.0.03,8.013,17]octadeca-1(18),11,13(17)-triene-3,18-diol

Details

• Internal ID: 605d2f75-c3fd-4f3e-8370-fedff21681b3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (3S,8S,14R)-7,7,14-trimethyl-16-oxatetracyclo[9.7.0.03,8.013,17]octadeca-1(18),11,13(17)-triene-3,18-diol
• InChI: InChI=1S/C20H28O3/c1-12-11-23-18-14(12)9-13-5-6-16-19(2,3)7-4-8-20(16,22)10-15(13)17(18)21/h9,12,16,21-22H,4-8,10-11H2,1-3H3/t12-,16-,20-/m0/s1
• InChI Key: ADCSYXAWBHTAKJ-APXLUKDGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.93
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

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	+	0.8061	80.61%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7447	74.47%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8797	87.97%
OATP1B3 inhibitior	+	0.8952	89.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7292	72.92%
BSEP inhibitior	+	0.6744	67.44%
P-glycoprotein inhibitior	-	0.8182	81.82%
P-glycoprotein substrate	-	0.5972	59.72%
CYP3A4 substrate	+	0.6312	63.12%
CYP2C9 substrate	+	0.6255	62.55%
CYP2D6 substrate	+	0.3981	39.81%
CYP3A4 inhibition	-	0.7869	78.69%
CYP2C9 inhibition	-	0.6875	68.75%
CYP2C19 inhibition	-	0.6579	65.79%
CYP2D6 inhibition	-	0.9032	90.32%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.5973	59.73%
CYP inhibitory promiscuity	-	0.7725	77.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5655	56.55%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8741	87.41%
Skin irritation	-	0.7800	78.00%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4072	40.72%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6271	62.71%
skin sensitisation	-	0.8299	82.99%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.9150	91.50%
Acute Oral Toxicity (c)	III	0.6806	68.06%
Estrogen receptor binding	+	0.7464	74.64%
Androgen receptor binding	+	0.6163	61.63%
Thyroid receptor binding	+	0.7618	76.18%
Glucocorticoid receptor binding	+	0.8323	83.23%
Aromatase binding	+	0.6735	67.35%
PPAR gamma	+	0.7958	79.58%
Honey bee toxicity	-	0.8894	88.94%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6168	61.68%
Fish aquatic toxicity	+	0.9708	97.08%

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	99.62%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.79%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.12%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.05%	100.00%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	89.01%	94.05%
CHEMBL2581	P07339	Cathepsin D	88.78%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.86%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.15%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.04%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.88%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.19%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.69%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.33%	89.00%

Plants that contains it

• Premna mollissima

Cross-Links

• PubChem: 51347006
• LOTUS: LTS0222469
• wikiData: Q104909483