2,6,6-Trimethyl-2beta-[2-[(S)-[(12-hydroxyabieta-8,11,13-triene-6alpha,7beta-diyl)bisoxy]methyl]-4-isopropyl-5-hydroxyphenyl]cyclohexane-1alpha-carbaldehyde

Details

• Internal ID: 5e779d32-6d64-4e5d-96af-649ef7ef8708
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,2S)-2-[2-[(2S,3aR,7bS,11aS,11bR)-6-hydroxy-7b,11,11-trimethyl-5-propan-2-yl-3a,8,9,10,11a,11b-hexahydrophenanthro[9,10-d][1,3]dioxol-2-yl]-5-hydroxy-4-propan-2-ylphenyl]-2,6,6-trimethylcyclohexane-1-carbaldehyde
• SMILES (Canonical): CC(C)C1=C(C=C2C(=C1)C3C(C4C2(CCCC4(C)C)C)OC(O3)C5=CC(=C(C=C5C6(CCCC(C6C=O)(C)C)C)O)C(C)C)O
• SMILES (Isomeric): CC(C)C1=C(C=C2C(=C1)[C@@H]3[C@@H]([C@@H]4[C@@]2(CCCC4(C)C)C)O[C@@H](O3)C5=CC(=C(C=C5[C@]6(CCCC([C@@H]6C=O)(C)C)C)O)C(C)C)O
• InChI: InChI=1S/C40H56O5/c1-22(2)24-17-26-28(19-30(24)42)40(10)16-12-14-38(7,8)35(40)34-33(26)44-36(45-34)27-18-25(23(3)4)31(43)20-29(27)39(9)15-11-13-37(5,6)32(39)21-41/h17-23,32-36,42-43H,11-16H2,1-10H3/t32-,33+,34-,35-,36+,39+,40+/m0/s1
• InChI Key: MWDFPCUZRNPYPD-PDPGQQONSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₆O₅
• Molecular Weight: 616.90 g/mol
• Exact Mass: 616.41277488 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 10.30
• Atomic LogP (AlogP): 9.88
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	-	0.7741	77.41%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8219	82.19%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8125	81.25%
OATP1B3 inhibitior	+	0.8888	88.88%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9878	98.78%
P-glycoprotein inhibitior	+	0.8266	82.66%
P-glycoprotein substrate	-	0.6325	63.25%
CYP3A4 substrate	+	0.6437	64.37%
CYP2C9 substrate	-	0.5676	56.76%
CYP2D6 substrate	-	0.7509	75.09%
CYP3A4 inhibition	-	0.5569	55.69%
CYP2C9 inhibition	-	0.6069	60.69%
CYP2C19 inhibition	-	0.7140	71.40%
CYP2D6 inhibition	-	0.8672	86.72%
CYP1A2 inhibition	+	0.5172	51.72%
CYP2C8 inhibition	+	0.5797	57.97%
CYP inhibitory promiscuity	-	0.6984	69.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4657	46.57%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.8980	89.80%
Skin irritation	-	0.7164	71.64%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6656	66.56%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5195	51.95%
skin sensitisation	-	0.8772	87.72%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8042	80.42%
Acute Oral Toxicity (c)	III	0.6130	61.30%
Estrogen receptor binding	+	0.7913	79.13%
Androgen receptor binding	+	0.6970	69.70%
Thyroid receptor binding	+	0.6297	62.97%
Glucocorticoid receptor binding	+	0.8408	84.08%
Aromatase binding	+	0.7345	73.45%
PPAR gamma	+	0.7004	70.04%
Honey bee toxicity	-	0.7730	77.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6447	64.47%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.40%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.36%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.07%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.59%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.25%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.49%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.43%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.30%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.94%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.91%	97.25%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.72%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.18%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.91%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.09%	100.00%
CHEMBL4208	P20618	Proteasome component C5	80.92%	90.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.58%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.45%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.05%	96.77%

Plants that contains it

• Breonia chinensis
• Campylotropis hirtella
• Ceropegia dichotoma
• 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: 15346573
• NPASS: NPC138189
• LOTUS: LTS0255095
• wikiData: Q105173515