3a,6,10-Trimethyl-1-propan-2-yl-2,3,4,7,8,11,12,12a-octahydrocyclopenta[11]annulene-1,8-diol

Details

• Internal ID: f647b366-a26b-44f5-91f3-432065c1a664
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Dolabellane and neodolabellane diterpenoids
• IUPAC Name: 3a,6,10-trimethyl-1-propan-2-yl-2,3,4,7,8,11,12,12a-octahydrocyclopenta[11]annulene-1,8-diol
• SMILES (Canonical): CC1=CC(CC(=CCC2(CCC(C2CC1)(C(C)C)O)C)C)O
• SMILES (Isomeric): CC1=CC(CC(=CCC2(CCC(C2CC1)(C(C)C)O)C)C)O
• InChI: InChI=1S/C20H34O2/c1-14(2)20(22)11-10-19(5)9-8-16(4)13-17(21)12-15(3)6-7-18(19)20/h8,12,14,17-18,21-22H,6-7,9-11,13H2,1-5H3
• InChI Key: QIGQVUVPATYGMN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.62
• 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	+	0.9964	99.64%
Caco-2	+	0.8155	81.55%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4557	45.57%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9173	91.73%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6314	63.14%
P-glycoprotein inhibitior	-	0.8295	82.95%
P-glycoprotein substrate	-	0.7867	78.67%
CYP3A4 substrate	+	0.5809	58.09%
CYP2C9 substrate	-	0.5811	58.11%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.8566	85.66%
CYP2C9 inhibition	-	0.8367	83.67%
CYP2C19 inhibition	-	0.7917	79.17%
CYP2D6 inhibition	-	0.9433	94.33%
CYP1A2 inhibition	-	0.6332	63.32%
CYP2C8 inhibition	-	0.7827	78.27%
CYP inhibitory promiscuity	-	0.8365	83.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5532	55.32%
Eye corrosion	-	0.9728	97.28%
Eye irritation	-	0.9267	92.67%
Skin irritation	+	0.6294	62.94%
Skin corrosion	-	0.9610	96.10%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6571	65.71%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6459	64.59%
skin sensitisation	+	0.6398	63.98%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6153	61.53%
Acute Oral Toxicity (c)	III	0.7513	75.13%
Estrogen receptor binding	+	0.5927	59.27%
Androgen receptor binding	-	0.5887	58.87%
Thyroid receptor binding	+	0.6985	69.85%
Glucocorticoid receptor binding	+	0.6021	60.21%
Aromatase binding	+	0.6657	66.57%
PPAR gamma	-	0.5365	53.65%
Honey bee toxicity	-	0.8960	89.60%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9063	90.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.12%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.31%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.07%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.36%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	88.89%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.85%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.06%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.03%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.77%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.56%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.76%	93.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.78%	93.56%
CHEMBL1937	Q92769	Histone deacetylase 2	82.28%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.22%	100.00%

Plants that contains it

• Odontoschisma denudatum

Cross-Links

• PubChem: 162964549
• LOTUS: LTS0035562
• wikiData: Q105221374