(1R,4R,7S,9R,10R,13R)-7-hydroxy-13-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-8-one

Details

• Internal ID: a8e68b36-84ea-486c-b544-0482ad167879
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4R,7S,9R,10R,13R)-7-hydroxy-13-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-8-one
• InChI: InChI=1S/C20H30O3/c1-17(2)10-13(22)16(23)18(3)14(17)5-7-20-9-8-19(11-20,12-21)6-4-15(18)20/h8-9,13-15,21-22H,4-7,10-12H2,1-3H3/t13-,14+,15-,18+,19-,20-/m0/s1
• InChI Key: HWQHQPHRHVACSG-OEVJXTTPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.6049	60.49%
Blood Brain Barrier	+	0.6885	68.85%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7857	78.57%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8671	86.71%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5232	52.32%
BSEP inhibitior	+	0.6225	62.25%
P-glycoprotein inhibitior	-	0.8795	87.95%
P-glycoprotein substrate	-	0.8170	81.70%
CYP3A4 substrate	+	0.5842	58.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8066	80.66%
CYP3A4 inhibition	-	0.8006	80.06%
CYP2C9 inhibition	-	0.6466	64.66%
CYP2C19 inhibition	-	0.8683	86.83%
CYP2D6 inhibition	-	0.9552	95.52%
CYP1A2 inhibition	-	0.7817	78.17%
CYP2C8 inhibition	-	0.7688	76.88%
CYP inhibitory promiscuity	-	0.8626	86.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7137	71.37%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9617	96.17%
Skin irritation	-	0.5533	55.33%
Skin corrosion	-	0.9622	96.22%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7209	72.09%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7365	73.65%
skin sensitisation	-	0.8004	80.04%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5585	55.85%
Acute Oral Toxicity (c)	III	0.6895	68.95%
Estrogen receptor binding	+	0.8228	82.28%
Androgen receptor binding	+	0.6264	62.64%
Thyroid receptor binding	-	0.5200	52.00%
Glucocorticoid receptor binding	+	0.7687	76.87%
Aromatase binding	+	0.7583	75.83%
PPAR gamma	-	0.5420	54.20%
Honey bee toxicity	-	0.9334	93.34%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9719	97.19%

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	94.02%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.59%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.29%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.61%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.33%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.07%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.01%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.85%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.79%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.34%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.85%	93.04%
CHEMBL221	P23219	Cyclooxygenase-1	81.79%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.42%	95.89%

Plants that contains it

• Erythroxylum rotundifolium

Cross-Links

• PubChem: 163083334
• LOTUS: LTS0053313
• wikiData: Q105034787