Isovouacapenol D

Details

• Internal ID: 4e38d9d3-a9bf-44f1-810b-3858702cdd4d
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: [(4aR,5R,11bR)-4a-hydroxy-4,4,7,11b-tetramethyl-2,3,5,6-tetrahydro-1H-naphtho[2,1-f][1]benzofuran-5-yl] benzoate
• SMILES (Canonical): CC1=C2CC(C3(C(CCCC3(C2=CC4=C1C=CO4)C)(C)C)O)OC(=O)C5=CC=CC=C5
• SMILES (Isomeric): CC1=C2C[C@H]([C@@]3([C@@](C2=CC4=C1C=CO4)(CCCC3(C)C)C)O)OC(=O)C5=CC=CC=C5
• InChI: InChI=1S/C27H30O4/c1-17-19-11-14-30-22(19)16-21-20(17)15-23(31-24(28)18-9-6-5-7-10-18)27(29)25(2,3)12-8-13-26(21,27)4/h5-7,9-11,14,16,23,29H,8,12-13,15H2,1-4H3/t23-,26-,27-/m1/s1
• InChI Key: IEHCQOHUOBIHHN-XSBVVTFOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₄
• Molecular Weight: 418.50 g/mol
• Exact Mass: 418.21440943 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.72
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL491793

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	+	0.6864	68.64%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8028	80.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8859	88.59%
OATP1B3 inhibitior	+	0.8252	82.52%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	+	0.9047	90.47%
P-glycoprotein inhibitior	+	0.7204	72.04%
P-glycoprotein substrate	-	0.6616	66.16%
CYP3A4 substrate	+	0.6816	68.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8297	82.97%
CYP3A4 inhibition	-	0.6175	61.75%
CYP2C9 inhibition	-	0.6157	61.57%
CYP2C19 inhibition	-	0.5667	56.67%
CYP2D6 inhibition	-	0.9215	92.15%
CYP1A2 inhibition	+	0.6296	62.96%
CYP2C8 inhibition	+	0.7153	71.53%
CYP inhibitory promiscuity	-	0.8359	83.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5643	56.43%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9202	92.02%
Skin irritation	-	0.6511	65.11%
Skin corrosion	-	0.9163	91.63%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.9159	91.59%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8706	87.06%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9541	95.41%
Acute Oral Toxicity (c)	III	0.5923	59.23%
Estrogen receptor binding	+	0.7271	72.71%
Androgen receptor binding	+	0.7566	75.66%
Thyroid receptor binding	+	0.6157	61.57%
Glucocorticoid receptor binding	+	0.7906	79.06%
Aromatase binding	+	0.7283	72.83%
PPAR gamma	+	0.6915	69.15%
Honey bee toxicity	-	0.8492	84.92%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9942	99.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.47%	91.49%
CHEMBL240	Q12809	HERG	98.31%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.79%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.40%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.62%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.17%	99.23%
CHEMBL2535	P11166	Glucose transporter	90.53%	98.75%
CHEMBL2581	P07339	Cathepsin D	90.27%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	90.09%	92.98%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.82%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.75%	96.09%
CHEMBL5028	O14672	ADAM10	85.28%	97.50%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.28%	94.03%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.99%	83.00%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.94%	92.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.62%	95.89%
CHEMBL4208	P20618	Proteasome component C5	82.56%	90.00%
CHEMBL2056	P21728	Dopamine D1 receptor	80.30%	91.00%

Plants that contains it

• Aeschynanthus pulcher
• Betula papyrifera
• Boronia alata
• Caesalpinia pulcherrima
• Cinnamomum philippinense
• Coronilla cretica
• Cryptochilus siamensis
• Cyperus capitatus
• Delphinium tricorne
• Ephedra altissima
• Erica cinerea
• Gymnosporia emarginata
• Haemanthus albiflos
• Helleborus viridis
• Hordeum bulbosum
• Iris sibirica
• Isolona pilosa
• Jatropha gossypiifolia
• Lepidaploa aurea
• Litsea nitida
• Lobelia langeana
• Magnolia henryi
• Micromelum minutum
• Peltophorum dubium
• Prunus pseudocerasus
• Salvia miniata
• Sibiraea angustata
• Tamarix dioica
• Tripterygium wilfordii
• Valeriana officinalis
• Xanthium spinosum subsp. spinosum

Cross-Links

• PubChem: 10905866
• NPASS: NPC41689
• LOTUS: LTS0105937
• wikiData: Q105111765