6alpha,7beta-Isopropylidenedioxy-abieol

Details

• Internal ID: ebaefcba-4393-470a-ac53-6ba1166adccd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids
• IUPAC Name: 2,2,4,5a,9,9-hexamethyl-5-(3-methylpenta-2,4-dienyl)-5,6,7,8,9a,9b-hexahydro-3aH-naphtho[1,2-d][1,3]dioxol-4-ol
• SMILES (Canonical): CC(=CCC1C2(CCCC(C2C3C(C1(C)O)OC(O3)(C)C)(C)C)C)C=C
• SMILES (Isomeric): CC(=CCC1C2(CCCC(C2C3C(C1(C)O)OC(O3)(C)C)(C)C)C)C=C
• InChI: InChI=1S/C23H38O3/c1-9-15(2)11-12-16-22(7)14-10-13-20(3,4)18(22)17-19(23(16,8)24)26-21(5,6)25-17/h9,11,16-19,24H,1,10,12-14H2,2-8H3
• InChI Key: UKAWDTYXZVAWRD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₈O₃
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.28209507 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.24
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.6465	64.65%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6210	62.10%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8337	83.37%
OATP1B3 inhibitior	-	0.3251	32.51%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.4536	45.36%
P-glycoprotein inhibitior	-	0.6408	64.08%
P-glycoprotein substrate	-	0.6967	69.67%
CYP3A4 substrate	+	0.6261	62.61%
CYP2C9 substrate	-	0.7768	77.68%
CYP2D6 substrate	-	0.8163	81.63%
CYP3A4 inhibition	-	0.6464	64.64%
CYP2C9 inhibition	-	0.6539	65.39%
CYP2C19 inhibition	-	0.6103	61.03%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.6148	61.48%
CYP2C8 inhibition	-	0.5764	57.64%
CYP inhibitory promiscuity	-	0.6133	61.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5405	54.05%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9521	95.21%
Skin irritation	-	0.5271	52.71%
Skin corrosion	-	0.9217	92.17%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6421	64.21%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5257	52.57%
skin sensitisation	-	0.6834	68.34%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4783	47.83%
Acute Oral Toxicity (c)	III	0.4790	47.90%
Estrogen receptor binding	+	0.7959	79.59%
Androgen receptor binding	+	0.5908	59.08%
Thyroid receptor binding	+	0.7658	76.58%
Glucocorticoid receptor binding	+	0.6982	69.82%
Aromatase binding	+	0.6881	68.81%
PPAR gamma	+	0.6021	60.21%
Honey bee toxicity	-	0.6915	69.15%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9970	99.70%

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	96.76%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.11%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.95%	96.61%
CHEMBL233	P35372	Mu opioid receptor	89.62%	97.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.55%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	88.28%	94.75%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	87.86%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.27%	91.49%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.23%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.42%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.95%	94.45%
CHEMBL2061	P19793	Retinoid X receptor alpha	80.95%	91.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.09%	86.33%

Plants that contains it

• Croton glabellus

Cross-Links

• PubChem: 129316733
• LOTUS: LTS0252644
• wikiData: Q105274418