(1R,4S,6R,9R,10S,13R,14R)-6-hydroxy-5,5,9,14-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadecan-15-one

Details

• Internal ID: cb3e9317-5d5c-4995-90df-9070bd34cb2b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,4S,6R,9R,10S,13R,14R)-6-hydroxy-5,5,9,14-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadecan-15-one
• SMILES (Canonical): CC1C2CCC3C4(CCC(C(C4CCC3(C2)C1=O)(C)C)O)C
• SMILES (Isomeric): C[C@@H]1[C@@H]2CC[C@H]3[C@@]4(CC[C@H](C([C@H]4CC[C@]3(C2)C1=O)(C)C)O)C
• InChI: InChI=1S/C20H32O2/c1-12-13-5-6-15-19(4)9-8-16(21)18(2,3)14(19)7-10-20(15,11-13)17(12)22/h12-16,21H,5-11H2,1-4H3/t12-,13-,14-,15+,16-,19-,20-/m1/s1
• InChI Key: WVRUDMJRXJVJFM-FHHJTUJKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.21
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6853	68.53%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6920	69.20%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9506	95.06%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.7750	77.50%
BSEP inhibitior	-	0.5996	59.96%
P-glycoprotein inhibitior	-	0.7615	76.15%
P-glycoprotein substrate	-	0.8823	88.23%
CYP3A4 substrate	+	0.6642	66.42%
CYP2C9 substrate	+	0.5319	53.19%
CYP2D6 substrate	-	0.7643	76.43%
CYP3A4 inhibition	-	0.9003	90.03%
CYP2C9 inhibition	-	0.6587	65.87%
CYP2C19 inhibition	-	0.8038	80.38%
CYP2D6 inhibition	-	0.9666	96.66%
CYP1A2 inhibition	-	0.6164	61.64%
CYP2C8 inhibition	-	0.9395	93.95%
CYP inhibitory promiscuity	-	0.9556	95.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.8740	87.40%
Skin irritation	+	0.6789	67.89%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7761	77.61%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.7007	70.07%
skin sensitisation	-	0.5562	55.62%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7882	78.82%
Acute Oral Toxicity (c)	III	0.6853	68.53%
Estrogen receptor binding	+	0.8830	88.30%
Androgen receptor binding	+	0.5742	57.42%
Thyroid receptor binding	+	0.6789	67.89%
Glucocorticoid receptor binding	+	0.7638	76.38%
Aromatase binding	+	0.5698	56.98%
PPAR gamma	-	0.5343	53.43%
Honey bee toxicity	-	0.8419	84.19%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9640	96.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	90.53%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.03%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.72%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.09%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	87.85%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.37%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.37%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.14%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.21%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	83.78%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.68%	95.89%

Plants that contains it

• Liochlaena subulata

Cross-Links

• PubChem: 14635518
• LOTUS: LTS0107448
• wikiData: Q105313704