Dehydroabietylamine

Details

• Internal ID: 84ab0be9-b106-4fd3-bff4-518782c6487b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanamine
• InChI: InChI=1S/C20H31N/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4/h6,8,12,14,18H,5,7,9-11,13,21H2,1-4H3/t18-,19-,20+/m0/s1
• InChI Key: JVVXZOOGOGPDRZ-SLFFLAALSA-N
• Popularity: 57 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₁N
• Molecular Weight: 285.50 g/mol
• Exact Mass: 285.245649993 g/mol
• Topological Polar Surface Area (TPSA): 26.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.78
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• DEHYDROABIETYLAMINE
• Leelamine
• Amine D
• NSC-2955
• 33289O147P
• DTXSID2041834
• Podocarpa-8,11,13-trien-15-amine, 13-isopropyl-
• RefChem:131449
• DTXCID0021834
• 215-899-7
• (+)-Dehydroabietylamine
• ((1R,4aS,10aR)-7-Isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)methanamine
• MFCD00213430
• 1-Phenanthrenemethanamine, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R,4aS,10aR)-
• Dehydroabiethylamine
• Dehydroabietylamine (>80%)
• CHEMBL70488
• [(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanamine
• C20H31N
• (+)-DEHYDROABIETYLAMINE [OPTICAL RESOLVING AGENT]
• Caswell No. 276
• lylamine
• HSDB 5665
• (1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1,4a-dimethyl-7-(1-methylethyl
• UNII-33289O147P
• EINECS 215-899-7
• EPA Pesticide Chemical Code 004206
• BRN 3084620
• 13-Isopropylpodocarpa-8,11,13-trien-15-amine
• SCHEMBL27863
• 4-12-00-03005 (Beilstein Handbook Reference)
• MLS002207102
• (+)-Dehydroabietylamine, tech
• orb1306878
• SCHEMBL29380336
• CHEBI:93086
• DEHYDROABIETYLAMINE [HSDB]
• NSC2955
• HMS6018F13
• NSC 2955
• BDBM50217007
• AKOS015914070
• CS-W005629
• FD20962
• HY-W005629
• [(1R,4aS,10aR)-7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanamine
• 1-Phenanthrenemethanamine, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R-(1alpha,4abeta,10aalpha))-
• DS-18554
• SMR001306713
• SY008134
• D1180
• D1588
• NS00019781
• (+)-Dehydroabietylamine, technical grade, 60%
• EN300-7409771
• Podocarpa-8,13-trien-15-amine, 13-isopropyl-
• BRD-K62289640-003-01-9
• BRD-K62289640-003-02-7
• Q15409408
• Z2216889331
• (1R,4aS,10aR)-1,2,3,4,4a,9,10,10a-Octahydro-1,4a-dimethyl-7-(1-methylethyl-1-phenanthrenemethanamine);13-Isopropyl-podocarpa-8,11,13 -trien-15-amine;(+)-Dehydroabiethylamine
• 1-[(1R,4aS,10aR)-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl]methanamine
• 1-PHENANTHRENEMETHANAMINE 1,2,3,4,4A,9,10,10A-OCTAHYDRO-1,4A-DIMETHYL-7-(1-METHYLETHYL)-,(1R,4AS,10AR)-
• 1-Phenanthrenemethanamine,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, [1R-(1.alpha.,4a.beta.,10a.alpha.)]-
• 1078140-96-1
• rel-((1R,4aS,10aR)-7-Isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)methanamine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.8471	84.71%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Lysosomes	0.8790	87.90%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9207	92.07%
OATP1B3 inhibitior	+	0.9295	92.95%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.6784	67.84%
P-glycoprotein inhibitior	-	0.7820	78.20%
P-glycoprotein substrate	+	0.5078	50.78%
CYP3A4 substrate	+	0.5152	51.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5844	58.44%
CYP3A4 inhibition	+	0.7960	79.60%
CYP2C9 inhibition	+	0.8174	81.74%
CYP2C19 inhibition	+	0.8594	85.94%
CYP2D6 inhibition	+	0.8932	89.32%
CYP1A2 inhibition	+	0.8791	87.91%
CYP2C8 inhibition	-	0.7144	71.44%
CYP inhibitory promiscuity	-	0.5956	59.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.6434	64.34%
Eye corrosion	-	0.9477	94.77%
Eye irritation	-	0.9839	98.39%
Skin irritation	-	0.6548	65.48%
Skin corrosion	-	0.6059	60.59%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8548	85.48%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7070	70.70%
skin sensitisation	+	0.4947	49.47%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.9653	96.53%
Acute Oral Toxicity (c)	III	0.7231	72.31%
Estrogen receptor binding	+	0.6539	65.39%
Androgen receptor binding	+	0.5840	58.40%
Thyroid receptor binding	+	0.7599	75.99%
Glucocorticoid receptor binding	+	0.5708	57.08%
Aromatase binding	+	0.5374	53.74%
PPAR gamma	+	0.7810	78.10%
Honey bee toxicity	-	0.8297	82.97%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	98.50%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.96%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.65%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.61%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.05%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.77%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.67%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.28%	97.09%
CHEMBL4581	P52732	Kinesin-like protein 1	90.44%	93.18%
CHEMBL3492	P49721	Proteasome Macropain subunit	88.54%	90.24%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.54%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.49%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.40%	90.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.83%	82.69%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.94%	89.62%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.70%	99.18%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.75%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.53%	92.62%

Plants that contains it

• Carthamus tinctorius

Cross-Links

• PubChem: 62034
• NPASS: NPC60408
• ChEMBL: CHEMBL70488