Lmfyrqdvrpkepm-ywzlykjasa-

Details

• Internal ID: 04f6b6e2-400c-4b6f-922b-6040c42870af
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aS,10aS)-5,8-dihydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one
• SMILES (Canonical): CC(C)C1=CC(=C2C(=C1O)C(=O)CC3C2(CCCC3(C)C)C)O
• SMILES (Isomeric): CC(C)C1=CC(=C2C(=C1O)C(=O)C[C@@H]3[C@@]2(CCCC3(C)C)C)O
• InChI: InChI=1S/C20H28O3/c1-11(2)12-9-14(22)17-16(18(12)23)13(21)10-15-19(3,4)7-6-8-20(15,17)5/h9,11,15,22-23H,6-8,10H2,1-5H3/t15-,20-/m0/s1
• InChI Key: LMFYRQDVRPKEPM-YWZLYKJASA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 4.89
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 11,14-dihydroxy-8,11,13-abietatrien-7-one
• 209860-29-7
• CHEMBL4857934
• (4aS,10aS)-5,8-dihydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one
• 11,14-Dihydroxy-8,11,13-abietatriene-7-one
• InChI=1/C20H28O3/c1-11(2)12-9-14(22)17-16(18(12)23)13(21)10-15-19(3,4)7-6-8-20(15,17)5/h9,11,15,22-23H,6-8,10H2,1-5H3/t15-,20-/m0/s1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.7629	76.29%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8821	88.21%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.9121	91.21%
OATP1B3 inhibitior	+	0.9756	97.56%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5954	59.54%
P-glycoprotein inhibitior	-	0.8760	87.60%
P-glycoprotein substrate	-	0.8134	81.34%
CYP3A4 substrate	+	0.5724	57.24%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8204	82.04%
CYP3A4 inhibition	-	0.8461	84.61%
CYP2C9 inhibition	-	0.7675	76.75%
CYP2C19 inhibition	-	0.7900	79.00%
CYP2D6 inhibition	-	0.9387	93.87%
CYP1A2 inhibition	+	0.8469	84.69%
CYP2C8 inhibition	-	0.7640	76.40%
CYP inhibitory promiscuity	-	0.8376	83.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8411	84.11%
Carcinogenicity (trinary)	Non-required	0.5937	59.37%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.6810	68.10%
Skin irritation	-	0.5304	53.04%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6796	67.96%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6100	61.00%
skin sensitisation	-	0.8204	82.04%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8826	88.26%
Acute Oral Toxicity (c)	III	0.7679	76.79%
Estrogen receptor binding	+	0.5719	57.19%
Androgen receptor binding	+	0.5405	54.05%
Thyroid receptor binding	+	0.7030	70.30%
Glucocorticoid receptor binding	+	0.8777	87.77%
Aromatase binding	-	0.5442	54.42%
PPAR gamma	+	0.8501	85.01%
Honey bee toxicity	-	0.8679	86.79%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9957	99.57%

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	99.08%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.45%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.37%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.93%	96.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.71%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	93.89%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.86%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.81%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.82%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.17%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.66%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.33%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.15%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.03%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.29%	93.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.63%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.26%	85.14%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.98%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.58%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.39%	93.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.95%	85.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.86%	93.40%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.81%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.31%	99.23%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.29%	92.88%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.05%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.90%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.77%	93.04%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.66%	91.03%

Plants that contains it

• Breonia chinensis
• Campylotropis hirtella
• Ceropegia dichotoma
• Chamaecyparis obtusa
• Crinum moorei
• Crotalaria candicans
• Cryptomeria japonica
• Dendrobium loddigesii
• Distephanus angulifolius
• Eucalyptus apodophylla
• Glycosmis macrophylla
• Gypsophila perfoliata
• Hypericum polyanthemum
• Juniperus drupacea
• Lophostemon confertus
• Mentha × gentilis
• Ononis spinosa
• Orbivestus karaguensis
• Pentaclethra macrophylla
• Periploca sepium
• Pinalia japonica
• Plectranthus hereroensis
• Pterocaulon virgatum
• Rhodiola semenovii
• Salvia sessei
• Sonneratia caseolaris
• Stephania zippeliana
• Veronica polita

Cross-Links

• PubChem: 10543461
• NPASS: NPC80443
• LOTUS: LTS0012174
• wikiData: Q105153961