Sporogen-AO 1

Details

• Internal ID: e2eb5106-9388-4113-ab43-820c20d819a6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1aR,6R,7R,7aR,7bR)-6-hydroxy-7,7a-dimethyl-1a-prop-1-en-2-yl-5,6,7,7b-tetrahydro-4H-naphtho[1,2-b]oxiren-2-one
• SMILES (Canonical): CC1C(CCC2=CC(=O)C3(C(C12C)O3)C(=C)C)O
• SMILES (Isomeric): C[C@H]1[C@@H](CCC2=CC(=O)[C@]3([C@@H]([C@]12C)O3)C(=C)C)O
• InChI: InChI=1S/C15H20O3/c1-8(2)15-12(17)7-10-5-6-11(16)9(3)14(10,4)13(15)18-15/h7,9,11,13,16H,1,5-6H2,2-4H3/t9-,11+,13+,14+,15-/m0/s1
• InChI Key: PCBDXYONDOCJPR-OANMRLRGSA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• Sporogen-AO1
• Sporogen AO 1
• 88418-12-6
• (+)-Sporogen AO 1
• (+)-13-Deoxyphomenone
• GNF-Pf-1841
• Naphth[1,2-b]oxiren-2(1aH)-one,4,5,6,7,7a,7b-hexahydro-6-hydroxy-7,7a-dimethyl-1a-(1-methylethenyl)-,(1aR,6R,7R,7aR,7bR)-
• (+)-Sporogen-A01
• CHEMBL586685
• ACon1_000605
• AKOS040755259
• NCGC00168919-01
• BRD-K84378629-001-01-3
• (1aR,6R,7R,7aR,7bR)-6-hydroxy-1a-isopropenyl-7,7a-dimethyl-5,6,7,7b-tetrahydro-4H-naphtho[1,2-b]oxiren-2-one
• Naphth(1,2-b)oxiren-2(1aH)-one, 4,5,6,7,7a,7b-hexahydro-6-hydroxy-7,7a-dimethyl-1a-(1-methylethenyl)-, (1aR-(1aalpha,6beta,7alpha,7aalpha,7balpha))-
• Naphth[1,2-b]oxiren-2(1aH)-one, 4,5,6,7,7a,7b-hexahydro-6-hydroxy-7,7a-dimethyl-1a-(1-methylethenyl)-, (1aR,6R,7R,7aR,7bR)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.6377	63.77%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5745	57.45%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8821	88.21%
OATP1B3 inhibitior	+	0.9693	96.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9408	94.08%
P-glycoprotein inhibitior	-	0.9312	93.12%
P-glycoprotein substrate	-	0.7940	79.40%
CYP3A4 substrate	+	0.6108	61.08%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.6817	68.17%
CYP2C9 inhibition	-	0.8281	82.81%
CYP2C19 inhibition	-	0.7474	74.74%
CYP2D6 inhibition	-	0.9140	91.40%
CYP1A2 inhibition	-	0.6522	65.22%
CYP2C8 inhibition	-	0.9057	90.57%
CYP inhibitory promiscuity	-	0.9116	91.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5505	55.05%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9774	97.74%
Skin irritation	-	0.5301	53.01%
Skin corrosion	-	0.8929	89.29%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5868	58.68%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5877	58.77%
skin sensitisation	-	0.6196	61.96%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5912	59.12%
Acute Oral Toxicity (c)	III	0.5322	53.22%
Estrogen receptor binding	-	0.5603	56.03%
Androgen receptor binding	+	0.6667	66.67%
Thyroid receptor binding	+	0.5168	51.68%
Glucocorticoid receptor binding	-	0.5504	55.04%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6259	62.59%
Honey bee toxicity	-	0.8383	83.83%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8566	85.66%

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	97.84%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	92.44%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.34%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	91.52%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.40%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.30%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.32%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.46%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.31%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.89%	97.09%
CHEMBL1871	P10275	Androgen Receptor	84.67%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.15%	92.94%

Plants that contains it

• Achyranthes aspera var. indica
• Achyrocline tomentosa
• Alhagi maurorum
• Allium angulosum
• Anemonella thalictroides
• Erythrophleum chlorostachys
• Goniothalamus dolichocarpus
• Guettarda platypoda
• Helicia nilagirica
• Lessingianthus brevifolius
• Lobelia inflata
• Phaleria macrocarpa
• Pistacia chinensis
• Pulicaria insignis
• Shirakiopsis indica
• Tecomella undulata

Cross-Links

• PubChem: 177175
• NPASS: NPC94337
• ChEMBL: CHEMBL586685
• LOTUS: LTS0129091
• wikiData: Q77420535