3,6,9-Trimethyl-1-(2-methylprop-1-enyl)-1,2,3,3a,4,5,6,6a-octahydrocyclopenta[j]naphthalene-5,7-diol

Details

• Internal ID: 1a421433-2c23-4e35-92d4-792627a2bd5e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Elisabethane diterpenoids
• IUPAC Name: 3,6,9-trimethyl-1-(2-methylprop-1-enyl)-1,2,3,3a,4,5,6,6a-octahydrocyclopenta[j]naphthalene-5,7-diol
• SMILES (Canonical): CC1CC(C23C1CC(C(C2C(=CC(=C3)C)O)C)O)C=C(C)C
• SMILES (Isomeric): CC1CC(C23C1CC(C(C2C(=CC(=C3)C)O)C)O)C=C(C)C
• InChI: InChI=1S/C20H30O2/c1-11(2)6-15-8-13(4)16-9-17(21)14(5)19-18(22)7-12(3)10-20(15,16)19/h6-7,10,13-17,19,21-22H,8-9H2,1-5H3
• InChI Key: YMVUWZJKMWBTFR-UHFFFAOYSA-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): 40.50 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.63
• 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	+	0.6875	68.75%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.4545	45.45%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8394	83.94%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7362	73.62%
P-glycoprotein inhibitior	-	0.9184	91.84%
P-glycoprotein substrate	-	0.5533	55.33%
CYP3A4 substrate	+	0.6093	60.93%
CYP2C9 substrate	-	0.8121	81.21%
CYP2D6 substrate	-	0.8239	82.39%
CYP3A4 inhibition	-	0.7899	78.99%
CYP2C9 inhibition	-	0.9265	92.65%
CYP2C19 inhibition	-	0.8071	80.71%
CYP2D6 inhibition	-	0.9495	94.95%
CYP1A2 inhibition	-	0.8682	86.82%
CYP2C8 inhibition	-	0.6681	66.81%
CYP inhibitory promiscuity	-	0.6564	65.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8520	85.20%
Carcinogenicity (trinary)	Non-required	0.5129	51.29%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9415	94.15%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9667	96.67%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7468	74.68%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5836	58.36%
skin sensitisation	+	0.6817	68.17%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8253	82.53%
Acute Oral Toxicity (c)	I	0.6031	60.31%
Estrogen receptor binding	-	0.5788	57.88%
Androgen receptor binding	+	0.7256	72.56%
Thyroid receptor binding	+	0.7013	70.13%
Glucocorticoid receptor binding	+	0.5642	56.42%
Aromatase binding	-	0.7925	79.25%
PPAR gamma	-	0.5096	50.96%
Honey bee toxicity	-	0.7281	72.81%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9871	98.71%

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	93.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.16%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	86.07%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.72%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.88%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.02%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.62%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.32%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.62%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.35%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72824853
• LOTUS: LTS0276350
• wikiData: Q105350765