Oxyphyllenodiol B

Details

• Internal ID: 3e7765be-e9f4-4d39-8460-0be453b34803
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4R,5S,6R)-5,6-dihydroxy-6-methyl-4-propan-2-yl-2,3,4,5,7,8-hexahydronaphthalen-1-one
• SMILES (Canonical): CC(C)C1CCC(=O)C2=C1C(C(CC2)(C)O)O
• SMILES (Isomeric): CC(C)[C@H]1CCC(=O)C2=C1[C@@H]([C@](CC2)(C)O)O
• InChI: InChI=1S/C14H22O3/c1-8(2)9-4-5-11(15)10-6-7-14(3,17)13(16)12(9)10/h8-9,13,16-17H,4-7H2,1-3H3/t9-,13+,14-/m1/s1
• InChI Key: SZSSWPDHIZIMCT-BIGNPOOSSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₃
• Molecular Weight: 238.32 g/mol
• Exact Mass: 238.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL71393
• (4R,5S,6R)-5,6-dihydroxy-4-isopropyl-6-methyl-2,3,4,5,7,8-hexahydronaphthalen-1-one
• 1(2H)-Naphthalenone, 3,4,5,6,7,8-hexahydro-5,6-dihydroxy-6-methyl-4-(1-methylethyl)-, (4R,5S,6R)-
• 363610-32-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.5797	57.97%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8532	85.32%
OATP2B1 inhibitior	-	0.8467	84.67%
OATP1B1 inhibitior	+	0.9557	95.57%
OATP1B3 inhibitior	+	0.9776	97.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.9206	92.06%
P-glycoprotein inhibitior	-	0.9401	94.01%
P-glycoprotein substrate	-	0.8638	86.38%
CYP3A4 substrate	+	0.5287	52.87%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.8326	83.26%
CYP2C9 inhibition	-	0.8583	85.83%
CYP2C19 inhibition	-	0.7647	76.47%
CYP2D6 inhibition	-	0.9414	94.14%
CYP1A2 inhibition	-	0.9002	90.02%
CYP2C8 inhibition	-	0.9726	97.26%
CYP inhibitory promiscuity	-	0.9141	91.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5980	59.80%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.5197	51.97%
Skin irritation	+	0.5653	56.53%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5741	57.41%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5732	57.32%
skin sensitisation	-	0.5479	54.79%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6105	61.05%
Acute Oral Toxicity (c)	III	0.6663	66.63%
Estrogen receptor binding	-	0.7449	74.49%
Androgen receptor binding	-	0.5389	53.89%
Thyroid receptor binding	-	0.5171	51.71%
Glucocorticoid receptor binding	+	0.6232	62.32%
Aromatase binding	-	0.9105	91.05%
PPAR gamma	-	0.7871	78.71%
Honey bee toxicity	-	0.8865	88.65%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9907	99.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.35%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	91.24%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.21%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.32%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	90.13%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.79%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.76%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.00%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.39%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.25%	93.03%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.16%	93.04%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.01%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.01%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.75%	91.11%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.14%	90.08%
CHEMBL1871	P10275	Androgen Receptor	81.29%	96.43%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.82%	91.03%

Plants that contains it

• Aconitum contortum
• Ageratum houstonianum
• Alpinia oxyphylla
• Alpinia zerumbet
• Alstonia rostrata
• Alstonia spectabilis
• Arnica parryi
• Asteriscus aquaticus
• Betula pendula subsp. mandshurica
• Buxus hildebrandtii
• Callicarpa acuminata
• Capparis spinosa var. ovata
• Ceriops tagal
• Charpentiera obovata
• Cinnamomum subavenium
• Cotinus coggygria
• Croton geayi
• Croton montevidensis
• Cymopterus terebinthinus
• Dalbergia nitidula
• Datisca glomerata
• Dioscorea olfersiana
• Drypetes tessmanniana
• Ecballium elaterium
• Echinacea simulata
• Elaeodendron papillosum
• Eremurus chinensis
• Escontria chiotilla
• Eucryphia cordifolia
• Gratiola officinalis
• Helichrysum auriceps
• Hubertia tomentosa
• Hypericum monogynum
• Hypericum reptans
• Kalanchoe integra
• Kniphofia foliosa
• Leionema dentatum
• Ligustrum obtusifolium
• Litsea verticillata
• Lotus ucrainicus
• Melaleuca rugulosa
• Myristica cagayanensis
• Neolitsea villosa
• Nicoteba betonica
• Nothofagus fusca
• Pachygone dasycarpa
• Petunia axillaris
• Phyllanthus oligospermus
• Polygonum pubescens
• Pseudowintera colorata
• Quercus imbricaria
• Rubus laciniatus
• Salvia officinalis subsp. lavandulifolia
• Saussurea salicifolia
• Scrophularia koelzii
• Spiracantha cornifolia
• Strychnos amazonica
• Uncaria africana
• Uvaria lucida
• Viguiera pinnatilobata
• Vincetoxicum tanakae

Cross-Links

• PubChem: 5279294
• NPASS: NPC66764
• LOTUS: LTS0253246
• wikiData: Q105264392