CID 14137680

Details

• Internal ID: ad216a94-8803-4b9b-9415-fd46eb03a6d6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,5R,8R,9R,10R,13R,14R,17S)-4,4,8,10,14-pentamethyl-17-(6-methylhepta-1,5-dien-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• SMILES (Canonical): CC(=CCCC(=C)C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C)C
• SMILES (Isomeric): CC(=CCCC(=C)[C@H]1CC[C@@]2([C@@H]1CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)OC(=O)C)C)C)C)C
• InChI: InChI=1S/C32H52O2/c1-21(2)11-10-12-22(3)24-15-19-31(8)25(24)13-14-27-30(7)18-17-28(34-23(4)33)29(5,6)26(30)16-20-32(27,31)9/h11,24-28H,3,10,12-20H2,1-2,4-9H3/t24-,25-,26+,27-,28+,30+,31-,32-/m1/s1
• InChI Key: CRWQCIAHDTXLKB-DWKUDBNXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₂
• Molecular Weight: 468.80 g/mol
• Exact Mass: 468.396730897 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 10.50
• Atomic LogP (AlogP): 8.91
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• 52914-31-5
• 5alpha-Dammara-20,24-dien-3beta-ol acetate
• Dammara-20,24-dien-3-ol, acetate, (3)-
• Dammadienyl acetate; Dammara-20,24-dien-3-yl acetate; Dammaradienyl acetate
• 4,4,8,10,14-pentamethyl-17-(6-methylhepta-1,5-dien-2-yl) hexadecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.6103	61.03%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6179	61.79%
OATP2B1 inhibitior	-	0.7119	71.19%
OATP1B1 inhibitior	+	0.8357	83.57%
OATP1B3 inhibitior	-	0.7148	71.48%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9347	93.47%
P-glycoprotein inhibitior	+	0.7246	72.46%
P-glycoprotein substrate	-	0.8469	84.69%
CYP3A4 substrate	+	0.7171	71.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7614	76.14%
CYP2C9 inhibition	-	0.8955	89.55%
CYP2C19 inhibition	+	0.6759	67.59%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.8873	88.73%
CYP2C8 inhibition	+	0.5400	54.00%
CYP inhibitory promiscuity	-	0.6792	67.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5238	52.38%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.8897	88.97%
Skin irritation	+	0.5227	52.27%
Skin corrosion	-	0.9822	98.22%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7742	77.42%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.9038	90.38%
skin sensitisation	+	0.6342	63.42%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6481	64.81%
Acute Oral Toxicity (c)	III	0.7714	77.14%
Estrogen receptor binding	+	0.7612	76.12%
Androgen receptor binding	+	0.7496	74.96%
Thyroid receptor binding	+	0.6229	62.29%
Glucocorticoid receptor binding	+	0.7993	79.93%
Aromatase binding	+	0.7981	79.81%
PPAR gamma	+	0.7052	70.52%
Honey bee toxicity	-	0.6127	61.27%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.49%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.01%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.41%	82.69%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.45%	99.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.38%	91.24%
CHEMBL233	P35372	Mu opioid receptor	85.24%	97.93%
CHEMBL1937	Q92769	Histone deacetylase 2	85.05%	94.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.97%	95.89%
CHEMBL4302	P08183	P-glycoprotein 1	84.67%	92.98%
CHEMBL240	Q12809	HERG	84.14%	89.76%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.91%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.06%	92.62%
CHEMBL2581	P07339	Cathepsin D	82.50%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.39%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.07%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	81.76%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.67%	93.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.53%	91.07%
CHEMBL5028	O14672	ADAM10	81.04%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.79%	94.33%

Plants that contains it

• Acritopappus prunifolius
• Agathosma betulina
• Aglaia lawii
• Amaioua guianensis
• Arnica sachalinensis
• Arrowsmithia hamata
• Athrixia elata
• Baccharis santelicis
• Berchemia floribunda
• Betula maximowicziana
• Calanthe arisanensis
• Choisya arizonica
• Chrysosplenium oppositifolium
• Citrus aurantiifolia
• Duhaldea cappa
• Epimedium sagittatum
• Eriogonum nudum
• Erythrina sandwicensis
• Eupatorium cannabinum
• Eupatorium fortunei
• Euphorbia balsamifera
• Galatella linosyris
• Hemionitis cairon
• Hyacinthoides hispanica
• Hygrophila polysperma
• Incarvillea emodi
• Inula helenium
• Ixeris chinensis
• Jacobaea erucifolia subsp. erucifolia
• Klasea erucifolia
• Lasiolaena morii
• Lysimachia clethroides
• Microglossa pyrifolia
• Mucuna sloanei
• Nervilia fordii
• Oxylobus oaxacanus
• Packera coahuilensis
• Picea sitchensis
• Pittosporum viridiflorum
• Pseudocedrela kotschyi
• Pseudotaxus chienii
• Psiadia ceylanica
• Rhynchopsidium pumilum
• Roldana barba-johannis
• Rothmannia urcelliformis
• Santolina canescens
• Santolina oblongifolia
• Santolina rosmarinifolia
• Senecio ruwenzoriensis
• Senna sophera
• Swertia decora
• Tritomaria quinquedentata
• Veratrum viride var. eschscholtzianum

Cross-Links

• PubChem: 14137680
• NPASS: NPC71786
• LOTUS: LTS0102629
• wikiData: Q104968973