(1R,8S,10S)-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-4-ol

Details

• Internal ID: ebaa6be0-6ef4-4632-8884-e907bc8cd6ec
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,8S,10S)-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[6.6.2.01,10.02,7]hexadeca-2,4,6-trien-4-ol
• SMILES (Canonical): CC(C)C1=C(C=C2C(=C1)C3CC4C2(CCCC4(C)C)CO3)O
• SMILES (Isomeric): CC(C)C1=C(C=C2C(=C1)[C@@H]3C[C@@H]4[C@@]2(CCCC4(C)C)CO3)O
• InChI: InChI=1S/C20H28O2/c1-12(2)13-8-14-15(9-16(13)21)20-7-5-6-19(3,4)18(20)10-17(14)22-11-20/h8-9,12,17-18,21H,5-7,10-11H2,1-4H3/t17-,18-,20-/m0/s1
• InChI Key: VXBAHMXIACGHEE-BJLQDIEVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.05
• 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	+	0.9947	99.47%
Caco-2	+	0.8824	88.24%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7834	78.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8517	85.17%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7397	73.97%
P-glycoprotein inhibitior	-	0.8153	81.53%
P-glycoprotein substrate	-	0.7770	77.70%
CYP3A4 substrate	+	0.6158	61.58%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	+	0.4023	40.23%
CYP3A4 inhibition	-	0.8080	80.80%
CYP2C9 inhibition	-	0.8458	84.58%
CYP2C19 inhibition	-	0.7611	76.11%
CYP2D6 inhibition	-	0.9214	92.14%
CYP1A2 inhibition	+	0.5689	56.89%
CYP2C8 inhibition	+	0.4906	49.06%
CYP inhibitory promiscuity	-	0.8981	89.81%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6968	69.68%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.8321	83.21%
Skin irritation	-	0.8057	80.57%
Skin corrosion	-	0.9675	96.75%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4544	45.44%
Micronuclear	-	0.9541	95.41%
Hepatotoxicity	+	0.5827	58.27%
skin sensitisation	-	0.7728	77.28%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7273	72.73%
Acute Oral Toxicity (c)	III	0.7334	73.34%
Estrogen receptor binding	+	0.6495	64.95%
Androgen receptor binding	+	0.5274	52.74%
Thyroid receptor binding	+	0.8181	81.81%
Glucocorticoid receptor binding	+	0.6802	68.02%
Aromatase binding	-	0.4947	49.47%
PPAR gamma	+	0.8044	80.44%
Honey bee toxicity	-	0.7458	74.58%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9516	95.16%

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	99.12%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.58%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.33%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.72%	99.15%
CHEMBL2581	P07339	Cathepsin D	90.54%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.78%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.77%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.48%	97.25%
CHEMBL1914	P06276	Butyrylcholinesterase	87.17%	95.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.31%	94.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.57%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.42%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.73%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.16%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.47%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.73%	91.07%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.31%	82.69%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.21%	93.40%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.14%	100.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.81%	85.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.46%	89.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.15%	99.18%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.10%	92.94%

Plants that contains it

• Chamaecyparis formosensis
• Chamaecyparis lawsoniana

Cross-Links

• PubChem: 101685143
• LOTUS: LTS0040437
• wikiData: Q105298393