(1R,4S,9S,10S,13R)-13-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-6-one

Details

• Internal ID: 40a16518-1fa7-4965-a115-d3a2afd4d441
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4S,9S,10S,13R)-13-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-6-one
• SMILES (Canonical): CC1(C2CCC34CC(CCC3C2(CCC1=O)C)(C=C4)CO)C
• SMILES (Isomeric): C[C@@]12CCC(=O)C([C@H]1CC[C@@]34[C@H]2CC[C@@](C3)(C=C4)CO)(C)C
• InChI: InChI=1S/C20H30O2/c1-17(2)14-5-9-20-11-10-19(12-20,13-21)8-4-15(20)18(14,3)7-6-16(17)22/h10-11,14-15,21H,4-9,12-13H2,1-3H3/t14-,15+,18-,19+,20+/m1/s1
• InChI Key: FFFWGTGVTNAQNE-LEEVSCAKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.6894	68.94%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7178	71.78%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.8841	88.41%
OATP1B3 inhibitior	+	0.9217	92.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6658	66.58%
BSEP inhibitior	+	0.6915	69.15%
P-glycoprotein inhibitior	-	0.7606	76.06%
P-glycoprotein substrate	-	0.8694	86.94%
CYP3A4 substrate	+	0.5646	56.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8211	82.11%
CYP3A4 inhibition	-	0.8850	88.50%
CYP2C9 inhibition	-	0.6728	67.28%
CYP2C19 inhibition	-	0.7840	78.40%
CYP2D6 inhibition	-	0.9506	95.06%
CYP1A2 inhibition	-	0.7076	70.76%
CYP2C8 inhibition	-	0.7917	79.17%
CYP inhibitory promiscuity	-	0.8282	82.82%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6668	66.68%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9385	93.85%
Skin irritation	-	0.6290	62.90%
Skin corrosion	-	0.9681	96.81%
Ames mutagenesis	-	0.5878	58.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5617	56.17%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.7318	73.18%
skin sensitisation	-	0.6640	66.40%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6301	63.01%
Acute Oral Toxicity (c)	III	0.7698	76.98%
Estrogen receptor binding	+	0.7458	74.58%
Androgen receptor binding	+	0.5952	59.52%
Thyroid receptor binding	+	0.6639	66.39%
Glucocorticoid receptor binding	+	0.8276	82.76%
Aromatase binding	+	0.7230	72.30%
PPAR gamma	-	0.5465	54.65%
Honey bee toxicity	-	0.9174	91.74%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9787	97.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.78%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.32%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.48%	100.00%
CHEMBL2581	P07339	Cathepsin D	88.30%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.51%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	86.31%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.92%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.12%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.17%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.97%	99.23%

Plants that contains it

• Excoecaria parvifolia

Cross-Links

• PubChem: 163043245
• LOTUS: LTS0214331
• wikiData: Q104994431