(4R,8S)-7,7-dimethyl-13-propan-2-yltricyclo[9.4.0.03,8]pentadeca-1(15),2,11,13-tetraene-4,14-diol

Details

• Internal ID: 54103000-7081-4c24-978a-5321456e7cae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4R,8S)-7,7-dimethyl-13-propan-2-yltricyclo[9.4.0.03,8]pentadeca-1(15),2,11,13-tetraene-4,14-diol
• SMILES (Canonical): CC(C)C1=C(C=C2C=C3C(CCC2=C1)C(CCC3O)(C)C)O
• SMILES (Isomeric): CC(C)C1=C(C=C2C=C3[C@@H](CCC2=C1)C(CC[C@H]3O)(C)C)O
• InChI: InChI=1S/C20H28O2/c1-12(2)15-9-13-5-6-17-16(10-14(13)11-19(15)22)18(21)7-8-20(17,3)4/h9-12,17-18,21-22H,5-8H2,1-4H3/t17-,18-/m1/s1
• InChI Key: KMWSMLWAQRRZOQ-QZTJIDSGSA-N
• Popularity: 2 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): 40.50 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.64
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.8659	86.59%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7521	75.21%
OATP2B1 inhibitior	-	0.7255	72.55%
OATP1B1 inhibitior	+	0.8967	89.67%
OATP1B3 inhibitior	+	0.9600	96.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5934	59.34%
P-glycoprotein inhibitior	-	0.8140	81.40%
P-glycoprotein substrate	-	0.6372	63.72%
CYP3A4 substrate	+	0.5944	59.44%
CYP2C9 substrate	-	0.6166	61.66%
CYP2D6 substrate	+	0.3484	34.84%
CYP3A4 inhibition	-	0.7739	77.39%
CYP2C9 inhibition	-	0.7432	74.32%
CYP2C19 inhibition	+	0.6048	60.48%
CYP2D6 inhibition	-	0.8814	88.14%
CYP1A2 inhibition	+	0.7137	71.37%
CYP2C8 inhibition	-	0.7391	73.91%
CYP inhibitory promiscuity	-	0.5330	53.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7011	70.11%
Carcinogenicity (trinary)	Non-required	0.5672	56.72%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8679	86.79%
Skin irritation	-	0.6095	60.95%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4230	42.30%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5346	53.46%
skin sensitisation	-	0.6230	62.30%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8460	84.60%
Acute Oral Toxicity (c)	III	0.7448	74.48%
Estrogen receptor binding	+	0.7145	71.45%
Androgen receptor binding	-	0.6279	62.79%
Thyroid receptor binding	+	0.8061	80.61%
Glucocorticoid receptor binding	+	0.6590	65.90%
Aromatase binding	+	0.6586	65.86%
PPAR gamma	+	0.7005	70.05%
Honey bee toxicity	-	0.8478	84.78%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.35%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.42%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.53%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.44%	99.15%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	92.33%	91.03%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.06%	93.40%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	89.82%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.55%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.48%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.44%	100.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	87.79%	91.38%
CHEMBL2581	P07339	Cathepsin D	87.19%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.14%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.76%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.63%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.90%	97.09%
CHEMBL4444	P04070	Vitamin K-dependent protein C	83.89%	93.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.54%	93.03%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.21%	96.77%
CHEMBL4581	P52732	Kinesin-like protein 1	81.88%	93.18%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.15%	82.69%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	80.20%	97.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.12%	92.94%

Plants that contains it

• Chamaecyparis formosensis
• Chamaecyparis pisifera

Cross-Links

• PubChem: 163020578
• LOTUS: LTS0005123
• wikiData: Q105143234