Oxaloterpin C

Details

• Internal ID: 3ecf0748-9ff9-474e-88d2-26b579a7a693
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(2R,4aR,7S,8aS,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,6,8,8a,9,10,10a-octahydro-2H-phenanthren-2-yl] 2-(hydroxyamino)-2-oxoacetate
• SMILES (Canonical): CC1(C2CCC3CC(CC=C3C2(CCC1OC(=O)C(=O)NO)C)(C)C=C)C
• SMILES (Isomeric): C[C@@]12CC[C@H](C([C@H]1CC[C@@H]3C2=CC[C@](C3)(C)C=C)(C)C)OC(=O)C(=O)NO
• InChI: InChI=1S/C22H33NO4/c1-6-21(4)11-9-15-14(13-21)7-8-16-20(2,3)17(10-12-22(15,16)5)27-19(25)18(24)23-26/h6,9,14,16-17,26H,1,7-8,10-13H2,2-5H3,(H,23,24)/t14-,16+,17+,21-,22-/m0/s1
• InChI Key: CXFLMGBDJGYAAS-OIRDONMBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₃NO₄
• Molecular Weight: 375.50 g/mol
• Exact Mass: 375.24095853 g/mol
• Topological Polar Surface Area (TPSA): 75.60 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9718	97.18%
Caco-2	-	0.6317	63.17%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Plasma membrane	0.4088	40.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9141	91.41%
OATP1B3 inhibitior	+	0.9145	91.45%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7572	75.72%
BSEP inhibitior	+	0.6103	61.03%
P-glycoprotein inhibitior	-	0.5457	54.57%
P-glycoprotein substrate	-	0.7942	79.42%
CYP3A4 substrate	+	0.6474	64.74%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.8757	87.57%
CYP3A4 inhibition	-	0.7907	79.07%
CYP2C9 inhibition	-	0.7145	71.45%
CYP2C19 inhibition	-	0.7216	72.16%
CYP2D6 inhibition	-	0.8981	89.81%
CYP1A2 inhibition	-	0.7594	75.94%
CYP2C8 inhibition	+	0.5743	57.43%
CYP inhibitory promiscuity	-	0.8639	86.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7043	70.43%
Carcinogenicity (trinary)	Non-required	0.5383	53.83%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.9717	97.17%
Skin irritation	-	0.7107	71.07%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7958	79.58%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5685	56.85%
skin sensitisation	-	0.8127	81.27%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6283	62.83%
Acute Oral Toxicity (c)	III	0.5828	58.28%
Estrogen receptor binding	+	0.8965	89.65%
Androgen receptor binding	+	0.5483	54.83%
Thyroid receptor binding	+	0.7309	73.09%
Glucocorticoid receptor binding	+	0.8357	83.57%
Aromatase binding	+	0.7901	79.01%
PPAR gamma	+	0.6492	64.92%
Honey bee toxicity	-	0.7878	78.78%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.03%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.93%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.02%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.39%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	86.98%	91.19%
CHEMBL5028	O14672	ADAM10	85.18%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.97%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.87%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.45%	95.89%
CHEMBL2581	P07339	Cathepsin D	81.30%	98.95%

Plants that contains it

• Aglaia spectabilis
• Clibadium pentaneuron
• Coespeletia thyrsiformis f. marcanoi
• Croton bonplandianus
• Croton californicus
• Culcitium canescens
• Cymbopogon nardus
• Dendrobium rotundatum
• Malva verticillata
• Nolina erumpens
• Petasites paradoxus
• Philotheca fitzgeraldii
• Piptolepis leptospermoides
• Ratibida latipalearis
• Toxicodendron succedaneum
• Weddellina squamulosa

Cross-Links

• PubChem: 24178994
• NPASS: NPC242275
• LOTUS: LTS0204120
• wikiData: Q77569168